# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1444760'
_audit_update_record             
;
2016-03-21 deposited with the CCDC.
2016-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 N12 O Zn, 3(H2 O)'
_chemical_formula_sum            'C26 H24 N12 O4 Zn'
_chemical_formula_weight         633.94

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
_symmetry_space_group_name_Hall  -P1

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

_cell_length_a                   11.2652(15)
_cell_length_b                   12.2246(15)
_cell_length_c                   12.2787(18)
_cell_angle_alpha                94.758(11)
_cell_angle_beta                 115.462(14)
_cell_angle_gamma                111.252(12)
_cell_volume                     1364.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3086
_cell_measurement_theta_min      3.0232
_cell_measurement_theta_max      28.3792

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             652
_exptl_absorpt_coefficient_mu    0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98297
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;   
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9814
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_sigmaI/netI    0.0735
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4793
_reflns_number_gt                3537
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       
;       
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11) 
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XP and  Dimond 3.0'
_computing_publication_material  ?

_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)+(0.0895P)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         4793
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1616
_refine_ls_wR_factor_gt          0.1467
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
C1 C 0.3497(4) 0.3091(4) 0.3802(4) 0.0313(10) Uani 1 1 d . . .
C2 C 0.3047(4) 0.4037(4) 0.4078(4) 0.0311(10) Uani 1 1 d . . .
C3 C 0.3290(5) 0.4492(4) 0.5257(4) 0.0370(11) Uani 1 1 d . . .
H3A H 0.3708 0.4174 0.5902 0.044 Uiso 1 1 calc R . .
C4 C 0.2923(5) 0.5415(4) 0.5503(4) 0.0393(11) Uani 1 1 d . . .
H4 H 0.3111 0.5723 0.6309 0.047 Uiso 1 1 calc R . .
C5 C 0.2273(5) 0.5875(4) 0.4537(4) 0.0340(10) Uani 1 1 d . . .
C6 C 0.2031(5) 0.5440(4) 0.3355(4) 0.0446(12) Uani 1 1 d . . .
H6 H 0.1597 0.5749 0.2706 0.053 Uiso 1 1 calc R . .
C7 C 0.2437(5) 0.4544(4) 0.3140(4) 0.0428(12) Uani 1 1 d . . .
H7 H 0.2299 0.4271 0.2346 0.051 Uiso 1 1 calc R . .
C8 C 0.0814(5) 0.6924(4) 0.3891(4) 0.0409(12) Uani 1 1 d . . .
C9 C -0.0605(6) 0.6012(5) 0.3392(5) 0.0523(14) Uani 1 1 d . . .
H9 H -0.0774 0.5307 0.3655 0.063 Uiso 1 1 calc R . .
C10 C -0.1763(5) 0.6159(5) 0.2503(5) 0.0505(14) Uani 1 1 d . . .
H10 H -0.2715 0.5550 0.2172 0.061 Uiso 1 1 calc R . .
C11 C -0.1522(5) 0.7217(4) 0.2091(4) 0.0384(11) Uani 1 1 d . . .
C12 C -0.0096(6) 0.8102(4) 0.2595(5) 0.0436(12) Uani 1 1 d . . .
H12 H 0.0079 0.8807 0.2331 0.052 Uiso 1 1 calc R . .
C13 C 0.1085(5) 0.7966(4) 0.3488(5) 0.0438(12) Uani 1 1 d . . .
H13 H 0.2040 0.8565 0.3807 0.053 Uiso 1 1 calc R . .
C14 C -0.2745(5) 0.7361(4) 0.1127(5) 0.0422(12) Uani 1 1 d . . .
C15 C 0.7375(6) 0.1968(5) 0.2133(5) 0.0557(14) Uani 1 1 d . . .
H15 H 0.7328 0.2530 0.1670 0.067 Uiso 1 1 calc R . .
C16 C 0.8569(6) 0.1797(5) 0.2793(6) 0.0605(16) Uani 1 1 d . . .
H16 H 0.9485 0.2212 0.2865 0.073 Uiso 1 1 calc R . .
C17 C 0.6798(5) 0.0571(4) 0.3002(4) 0.0400(11) Uani 1 1 d . . .
H17 H 0.6269 -0.0020 0.3260 0.048 Uiso 1 1 calc R . .
C18 C 1.0609(5) 0.1102(5) 0.4808(5) 0.0509(14) Uani 1 1 d . . .
H18 H 1.1023 0.1850 0.4672 0.061 Uiso 1 1 calc R . .
C19 C 0.9117(5) 0.0432(4) 0.4176(4) 0.0344(10) Uani 1 1 d . . .
C20 C 0.8493(5) -0.0689(4) 0.4358(5) 0.0508(14) Uani 1 1 d . . .
H20 H 0.7481 -0.1156 0.3924 0.061 Uiso 1 1 calc R . .
C21 C 0.1181(5) -0.0685(4) 0.0039(5) 0.0437(12) Uani 1 1 d . . .
H21 H 0.0931 -0.0063 -0.0200 0.052 Uiso 1 1 calc R . .
C22 C 0.0222(5) -0.1875(4) -0.0301(5) 0.0423(12) Uani 1 1 d . . .
H22 H -0.0792 -0.2218 -0.0801 0.051 Uiso 1 1 calc R . .
C23 C 0.2469(5) -0.1641(4) 0.0912(4) 0.0402(12) Uani 1 1 d . . .
H23 H 0.3254 -0.1804 0.1385 0.048 Uiso 1 1 calc R . .
C24 C 0.1343(5) -0.4356(4) 0.0040(4) 0.0354(11) Uani 1 1 d . . .
H24 H 0.2229 -0.3926 0.0064 0.042 Uiso 1 1 calc R . .
C25 C 0.0528(5) -0.3768(4) 0.0131(4) 0.0324(10) Uani 1 1 d . . .
C26 C -0.0800(5) -0.4398(4) 0.0086(4) 0.0343(10) Uani 1 1 d . . .
H26 H -0.1329 -0.3983 0.0141 0.041 Uiso 1 1 calc R . .
O1 O 0.1978(4) 0.6821(3) 0.4852(3) 0.0491(9) Uani 1 1 d . . .
O2 O 0.5244(4) 0.2525(3) 0.7304(3) 0.0653(11) Uani 1 1 d . . .
H2A H 0.5676 0.3125 0.7984 0.098 Uiso 1 1 d R . .
H2B H 0.5256 0.2975 0.6656 0.098 Uiso 1 1 d R . .
O3 O 0.4211(7) 0.4992(5) 0.1555(6) 0.143(2) Uani 1 1 d . . .
H3C H 0.4407 0.4689 0.1042 0.214 Uiso 1 1 d R . .
H3B H 0.3922 0.4444 0.1887 0.214 Uiso 1 1 d R . .
O4 O 0.4793(13) 0.9635(8) 0.4280(9) 0.241(5) Uani 1 1 d . . .
H4B H 0.4414 0.9195 0.3545 0.361 Uiso 1 1 d R . .
H4A H 0.5016 1.0384 0.4314 0.361 Uiso 1 1 d R . .
Zn1 Zn 0.42723(5) 0.11258(4) 0.16041(5) 0.0343(2) Uani 1 1 d . . .
N1 N 0.3459(4) 0.2772(3) 0.2738(3) 0.0368(9) Uani 1 1 d . . .
N2 N 0.3973(4) 0.1918(3) 0.2885(4) 0.0391(9) Uani 1 1 d . . .
N3 N 0.4283(5) 0.1747(4) 0.4015(4) 0.0476(11) Uani 1 1 d . . .
N4 N 0.3977(5) 0.2471(4) 0.4603(4) 0.0455(10) Uani 1 1 d . . .
N5 N -0.4147(6) 0.6713(6) 0.0755(7) 0.111(3) Uani 1 1 d . . .
N6 N -0.4900(5) 0.7107(5) -0.0146(6) 0.095(2) Uani 1 1 d . . .
N7 N -0.3952(4) 0.7962(3) -0.0312(4) 0.0443(10) Uani 1 1 d . . .
N8 N -0.2597(4) 0.8132(4) 0.0463(4) 0.0456(10) Uani 1 1 d . . .
N9 N 0.2585(4) -0.0536(3) 0.0794(4) 0.0389(9) Uani 1 1 d . . .
N10 N 0.1064(4) -0.2484(3) 0.0253(3) 0.0354(9) Uani 1 1 d . . .
N11 N 0.6239(4) 0.1180(3) 0.2251(4) 0.0386(9) Uani 1 1 d . . .
N12 N 0.8184(4) 0.0895(3) 0.3342(4) 0.0376(9) 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
C1 N1 1.310(6) . ?
C1 N4 1.341(5) . ?
C1 C2 1.488(6) . ?
C2 C3 1.377(6) . ?
C2 C7 1.389(6) . ?
C3 C4 1.387(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.386(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(6) . ?
C5 O1 1.383(5) . ?
C6 C7 1.378(6) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.383(7) . ?
C8 C9 1.388(7) . ?
C8 O1 1.394(5) . ?
C9 C10 1.380(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.406(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(7) . ?
C11 C14 1.462(6) . ?
C12 C13 1.391(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N8 1.310(6) . ?
C14 N5 1.320(7) . ?
C15 C16 1.342(7) . ?
C15 N11 1.369(6) . ?
C15 H15 0.9300 . ?
C16 N12 1.374(6) . ?
C16 H16 0.9300 . ?
C17 N12 1.317(5) . ?
C17 N11 1.325(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.368(6) . ?
C18 C20 1.376(6) 2_756 ?
C18 H18 0.9300 . ?
C19 C20 1.381(6) . ?
C19 N12 1.440(5) . ?
C20 C18 1.376(6) 2_756 ?
C20 H20 0.9300 . ?
C21 C22 1.352(6) . ?
C21 N9 1.376(5) . ?
C21 H21 0.9300 . ?
C22 N10 1.400(5) . ?
C22 H22 0.9300 . ?
C23 N9 1.336(5) . ?
C23 N10 1.342(5) . ?
C23 H23 0.9300 . ?
C24 C26 1.387(6) 2_545 ?
C24 C25 1.388(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.386(6) . ?
C25 N10 1.430(5) . ?
C26 C24 1.387(6) 2_545 ?
C26 H26 0.9300 . ?
O2 H2A 0.8732 . ?
O2 H2B 1.0055 . ?
O3 H3C 0.8500 . ?
O3 H3B 0.8500 . ?
O4 O4 1.694(17) 2_676 ?
O4 H4B 0.8410 . ?
O4 H4A 0.8497 . ?
Zn1 N11 1.979(4) . ?
Zn1 N2 1.991(4) . ?
Zn1 N9 1.992(4) . ?
Zn1 N7 1.996(4) 2_565 ?
N1 N2 1.356(5) . ?
N2 N3 1.332(5) . ?
N3 N4 1.324(5) . ?
N5 N6 1.324(6) . ?
N6 N7 1.299(6) . ?
N7 N8 1.329(5) . ?
N7 Zn1 1.996(4) 2_565 ?

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
N1 C1 N4 112.6(4) . . ?
N1 C1 C2 123.2(4) . . ?
N4 C1 C2 124.2(4) . . ?
C3 C2 C7 117.7(4) . . ?
C3 C2 C1 122.6(4) . . ?
C7 C2 C1 119.5(4) . . ?
C2 C3 C4 121.5(4) . . ?
C2 C3 H3A 119.3 . . ?
C4 C3 H3A 119.3 . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C6 C5 O1 123.2(4) . . ?
C6 C5 C4 120.1(4) . . ?
O1 C5 C4 116.6(4) . . ?
C5 C6 C7 119.4(4) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C7 C2 121.8(4) . . ?
C6 C7 H7 119.1 . . ?
C2 C7 H7 119.1 . . ?
C13 C8 C9 120.9(4) . . ?
C13 C8 O1 119.3(5) . . ?
C9 C8 O1 119.8(4) . . ?
C10 C9 C8 119.6(4) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 120.8(5) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 118.3(4) . . ?
C12 C11 C14 120.9(4) . . ?
C10 C11 C14 120.8(4) . . ?
C11 C12 C13 121.7(4) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C8 C13 C12 118.8(5) . . ?
C8 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
N8 C14 N5 109.9(4) . . ?
N8 C14 C11 123.9(4) . . ?
N5 C14 C11 126.2(4) . . ?
C16 C15 N11 109.1(4) . . ?
C16 C15 H15 125.5 . . ?
N11 C15 H15 125.5 . . ?
C15 C16 N12 107.2(5) . . ?
C15 C16 H16 126.4 . . ?
N12 C16 H16 126.4 . . ?
N12 C17 N11 112.5(4) . . ?
N12 C17 H17 123.7 . . ?
N11 C17 H17 123.7 . . ?
C19 C18 C20 121.2(4) . 2_756 ?
C19 C18 H18 119.4 . . ?
C20 C18 H18 119.4 2_756 . ?
C18 C19 C20 119.9(4) . . ?
C18 C19 N12 120.7(4) . . ?
C20 C19 N12 119.4(4) . . ?
C18 C20 C19 119.0(4) 2_756 . ?
C18 C20 H20 120.5 2_756 . ?
C19 C20 H20 120.5 . . ?
C22 C21 N9 109.6(4) . . ?
C22 C21 H21 125.2 . . ?
N9 C21 H21 125.2 . . ?
C21 C22 N10 106.1(4) . . ?
C21 C22 H22 126.9 . . ?
N10 C22 H22 126.9 . . ?
N9 C23 N10 110.7(4) . . ?
N9 C23 H23 124.7 . . ?
N10 C23 H23 124.7 . . ?
C26 C24 C25 118.1(4) 2_545 . ?
C26 C24 H24 120.9 2_545 . ?
C25 C24 H24 120.9 . . ?
C26 C25 C24 121.6(4) . . ?
C26 C25 N10 119.4(4) . . ?
C24 C25 N10 119.0(4) . . ?
C25 C26 C24 120.3(4) . 2_545 ?
C25 C26 H26 119.9 . . ?
C24 C26 H26 119.9 2_545 . ?
C5 O1 C8 116.1(3) . . ?
H2A O2 H2B 102.0 . . ?
H3C O3 H3B 107.7 . . ?
O4 O4 H4B 168.2 2_676 . ?
O4 O4 H4A 72.3 2_676 . ?
H4B O4 H4A 112.3 . . ?
N11 Zn1 N2 114.89(15) . . ?
N11 Zn1 N9 115.93(15) . . ?
N2 Zn1 N9 104.38(16) . . ?
N11 Zn1 N7 109.27(17) . 2_565 ?
N2 Zn1 N7 105.08(16) . 2_565 ?
N9 Zn1 N7 106.44(16) . 2_565 ?
C1 N1 N2 104.1(4) . . ?
N3 N2 N1 109.3(4) . . ?
N3 N2 Zn1 126.9(3) . . ?
N1 N2 Zn1 123.7(3) . . ?
N4 N3 N2 108.7(3) . . ?
N3 N4 C1 105.2(4) . . ?
C14 N5 N6 107.5(4) . . ?
N7 N6 N5 106.7(4) . . ?
N6 N7 N8 110.9(4) . . ?
N6 N7 Zn1 129.8(3) . 2_565 ?
N8 N7 Zn1 119.1(3) . 2_565 ?
C14 N8 N7 105.0(4) . . ?
C23 N9 C21 106.4(4) . . ?
C23 N9 Zn1 132.5(3) . . ?
C21 N9 Zn1 120.8(3) . . ?
C23 N10 C22 107.2(3) . . ?
C23 N10 C25 126.4(4) . . ?
C22 N10 C25 126.4(4) . . ?
C17 N11 C15 105.0(4) . . ?
C17 N11 Zn1 127.9(3) . . ?
C15 N11 Zn1 126.7(3) . . ?
C17 N12 C16 106.1(4) . . ?
C17 N12 C19 126.4(4) . . ?
C16 N12 C19 127.4(4) . . ?

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
O2 H2A O3 0.87 2.27 2.960(7) 136.1 2_666
O4 H4B O2 0.84 2.49 3.122(9) 132.2 2_666
O2 H2B N4 1.01 2.19 2.978(5) 134.2 .
O3 H3B N1 0.85 2.36 3.200(7) 167.5 .
O4 H4A N3 0.85 2.10 2.856(10) 147.2 1_565
O3 H3C N5 0.85 2.52 3.336(11) 161.5 2_565

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.778
_refine_diff_density_rms         0.086

loop_
_iucr_refine_instruction_details

#2
TITL
1
in
P-1
CELL
0.71073
11.2652
12.2246
12.2787
94.758
115.462
111.252
ZERR
2.00
0.0015
0.0015
0.0018
0.011
0.014
0.012
LATT
1
SFAC
C
H
O
ZN
N
UNIT
52
48
8
2
24
MERG
2
OMIT
0.00
50.00
eqiv
$1
-x+1,
-y+1,
-z+1
eqiv
$2
-x,
-y+1,
-z
eqiv
$3
x,
y+1,
z
HTAB
O2
O3_$1
HTAB
O4
O2_$1
HTAB
O2
N4
HTAB
O3
N1
HTAB
O4
N3_$3
HTAb
O3
N5_$2
FMAP
2
PLAN
10
ACTA
BOND
$H
WGHT
0.08950
L.S.
4
DAMP
0.00
0.00
FVAR
3.69855
C1
1
0.349691
0.309140
0.380183
11.00000
0.02393
0.02984
=
0.03502
0.01204
0.00991
0.01181
C2
1
0.304728
0.403683
0.407781
11.00000
0.02124
0.03426
=
0.03635
0.01402
0.01233
0.01228
C3
1
0.328952
0.449211
0.525710
11.00000
0.03389
0.04627
=
0.03958
0.02420
0.01809
0.02387
AFIX
43
H3A
2
0.370820
0.417363
0.590245
11.00000
-1.20000
AFIX
0
C4
1
0.292280
0.541501
0.550327
11.00000
0.03597
0.04985
=
0.03606
0.01500
0.01752
0.02273
AFIX
43
H4
2
0.311128
0.572252
0.630895
11.00000
-1.20000
AFIX
0
C5
1
0.227291
0.587460
0.453744
11.00000
0.02420
0.03985
=
0.03359
0.00979
0.00819
0.01743
C6
1
0.203125
0.544015
0.335495
11.00000
0.05220
0.05239
=
0.03532
0.01703
0.01389
0.03784
AFIX
43
H6
2
0.159745
0.574870
0.270586
11.00000
-1.20000
AFIX
0
C7
1
0.243729
0.454408
0.314032
11.00000
0.04940
0.05386
=
0.02777
0.01023
0.01223
0.03422
AFIX
43
H7
2
0.229917
0.427130
0.234587
11.00000
-1.20000
AFIX
0
C8
1
0.081369
0.692440
0.389106
11.00000
0.04070
0.05231
=
0.03441
0.00819
0.01477
0.03089
C9
1
-0.060481
0.601239
0.339197
11.00000
0.04692
0.05714
=
0.06004
0.03773
0.02325
0.02964
AFIX
43
H9
2
-0.077362
0.530671
0.365511
11.00000
-1.20000
AFIX
0
C10
1
-0.176335
0.615866
0.250302
11.00000
0.03163
0.05691
=
0.06087
0.03537
0.01678
0.02101
AFIX
43
H10
2
-0.271478
0.554994
0.217243
11.00000
-1.20000
AFIX
0
C11
1
-0.152206
0.721729
0.209128
11.00000
0.04239
0.04256
=
0.03905
0.02194
0.02049
0.02498
C12
1
-0.009605
0.810231
0.259540
11.00000
0.04707
0.03450
=
0.04522
0.01437
0.01854
0.01853
AFIX
43
H12
2
0.007905
0.880740
0.233150
11.00000
-1.20000
AFIX
0
C13
1
0.108502
0.796618
0.348770
11.00000
0.03628
0.04266
=
0.04507
0.00955
0.01467
0.01737
AFIX
43
H13
2
0.203957
0.856475
0.380714
11.00000
-1.20000
AFIX
0
C14
1
-0.274534
0.736062
0.112749
11.00000
0.03206
0.04663
=
0.05101
0.02685
0.01809
0.02076
C15
1
0.737543
0.196759
0.213299
11.00000
0.04689
0.07406
=
0.06527
0.04916
0.03069
0.03609
AFIX
43
H15
2
0.732787
0.253034
0.166988
11.00000
-1.20000
AFIX
0
C16
1
0.856855
0.179707
0.279293
11.00000
0.04195
0.08711
=
0.08104
0.05528
0.04165
0.03655
AFIX
43
H16
2
0.948468
0.221230
0.286495
11.00000
-1.20000
AFIX
0
C17
1
0.679760
0.057086
0.300182
11.00000
0.02348
0.04434
=
0.04912
0.02390
0.01091
0.01840
AFIX
43
H17
2
0.626893
-0.001986
0.325982
11.00000
-1.20000
AFIX
0
C18
1
1.060872
0.110195
0.480826
11.00000
0.03169
0.04851
=
0.06935
0.03249
0.01752
0.02046
AFIX
43
H18
2
1.102259
0.184993
0.467195
11.00000
-1.20000
AFIX
0
C19
1
0.911713
0.043213
0.417641
11.00000
0.02824
0.03985
=
0.03575
0.01271
0.00934
0.02338
C20
1
0.849258
-0.068853
0.435811
11.00000
0.02490
0.04810
=
0.07217
0.02523
0.01572
0.01741
AFIX
43
H20
2
0.748072
-0.115621
0.392389
11.00000
-1.20000
AFIX
0
C21
1
0.118123
-0.068524
0.003939
11.00000
0.03213
0.02844
=
0.06193
0.01758
0.01290
0.01660
AFIX
43
H21
2
0.093104
-0.006344
-0.020023
11.00000
-1.20000
AFIX
0
C22
1
0.022206
-0.187455
-0.030062
11.00000
0.03515
0.02982
=
0.05330
0.01225
0.01275
0.01674
AFIX
43
H22
2
-0.079206
-0.221807
-0.080115
11.00000
-1.20000
AFIX
0
C23
1
0.246897
-0.164122
0.091188
11.00000
0.03154
0.02926
=
0.04245
0.00463
0.00456
0.01407
AFIX
43
H23
2
0.325436
-0.180402
0.138524
11.00000
-1.20000
AFIX
0
C24
1
0.134315
-0.435572
0.004039
11.00000
0.03489
0.03093
=
0.03556
0.00896
0.01294
0.01543
AFIX
43
H24
2
0.222855
-0.392616
0.006350
11.00000
-1.20000
AFIX
0
C25
1
0.052787
-0.376752
0.013144
11.00000
0.03440
0.02700
=
0.02418
0.00669
0.00579
0.01263
C26
1
-0.079987
-0.439772
0.008604
11.00000
0.03585
0.02739
=
0.03577
0.00816
0.01257
0.01664
AFIX
43
H26
2
-0.132920
-0.398303
0.014058
11.00000
-1.20000
AFIX
0
O1
3
0.197817
0.682063
0.485246
11.00000
0.04875
0.06071
=
0.03705
0.00702
0.00893
0.03998
O2
3
0.524440
0.252486
0.730369
11.00000
0.06259
0.07075
=
0.05051
0.02761
0.01306
0.03350
AFIX
3
H2A
2
0.567567
0.312490
0.798369
11.00000
-1.50000
H2B
2
0.525602
0.297472
0.665617
11.00000
-1.50000
AFIX
0
O3
3
0.421114
0.499217
0.155493
11.00000
0.15180
0.13468
=
0.14927
0.04775
0.09073
0.04976
AFIX
3
H3C
2
0.440724
0.468882
0.104241
11.00000
-1.50000
H3B
2
0.392214
0.444422
0.188711
11.00000
-1.50000
AFIX
0
O4
3
0.479290
0.963462
0.427962
11.00000
0.36607
0.19332
=
0.22208
0.08285
0.18937
0.12494
AFIX
3
H4B
2
0.441389
0.919503
0.354469
11.00000
-1.50000
H4A
2
0.501557
1.038419
0.431439
11.00000
-1.50000
AFIX
0
ZN1
4
0.427227
0.112585
0.160408
11.00000
0.02707
0.02804
=
0.04140
0.01280
0.00844
0.01549
N1
5
0.345933
0.277233
0.273801
11.00000
0.03663
0.03795
=
0.03713
0.01328
0.01285
0.02389
N2
5
0.397335
0.191829
0.288515
11.00000
0.03597
0.03698
=
0.04398
0.01642
0.01411
0.02165
N3
5
0.428297
0.174687
0.401457
11.00000
0.05230
0.04331
=
0.05545
0.02424
0.02422
0.03013
N4
5
0.397696
0.247061
0.460252
11.00000
0.05757
0.04647
=
0.05078
0.02617
0.03001
0.03473
N5
5
-0.414744
0.671307
0.075455
11.00000
0.04881
0.13773
=
0.14835
0.12075
0.03807
0.03947
N6
5
-0.490042
0.710679
-0.014643
11.00000
0.04198
0.11283
=
0.13283
0.10217
0.03303
0.03542
N7
5
-0.395173
0.796153
-0.031183
11.00000
0.03496
0.04367
=
0.04961
0.02573
0.01214
0.02073
N8
5
-0.259696
0.813246
0.046272
11.00000
0.03399
0.04657
=
0.05159
0.02769
0.01285
0.02033
N9
5
0.258467
-0.053572
0.079448
11.00000
0.03340
0.02988
=
0.04581
0.01255
0.01099
0.01670
N10
5
0.106399
-0.248419
0.025301
11.00000
0.03242
0.02308
=
0.03824
0.00665
0.00829
0.01162
N11
5
0.623939
0.118003
0.225096
11.00000
0.03188
0.04364
=
0.04238
0.01901
0.01356
0.02324
N12
5
0.818410
0.089456
0.334235
11.00000
0.03024
0.04904
=
0.03928
0.02150
0.01588
0.02313
HKLF
4
END
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1444761'
_audit_update_record             
;
2016-03-21 deposited with the CCDC.
2016-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H13 Cd N10 O'
_chemical_formula_sum            'C20 H13 Cd N10 O'
_chemical_formula_weight         521.80

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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
_symmetry_space_group_name_Hall  -P1

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

_cell_length_a                   8.2082(6)
_cell_length_b                   10.6317(8)
_cell_length_c                   12.4526(10)
_cell_angle_alpha                79.480(7)
_cell_angle_beta                 74.303(7)
_cell_angle_gamma                69.897(7)
_cell_volume                     977.60(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3333
_cell_measurement_theta_min      3.4088
_cell_measurement_theta_max      27.8603

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.773
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             518
_exptl_absorpt_coefficient_mu    1.155
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95837
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;   
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6956
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.42
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3432
_reflns_number_gt                3126
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       
;       
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11) 
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XP and  Dimond 3.0'
_computing_publication_material  ?

_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)+(0.0198P)²+0.2470P] 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         3432
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0550
_refine_ls_wR_factor_gt          0.0534
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_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
C1 C 0.3891(4) 0.5753(3) 1.2905(2) 0.0235(6) Uani 1 1 d . . .
C2 C 0.3221(4) 0.6073(3) 1.4073(2) 0.0243(6) Uani 1 1 d . . .
C3 C 0.3737(4) 0.6989(3) 1.4447(3) 0.0391(8) Uani 1 1 d . . .
H3 H 0.4527 0.7394 1.3953 0.047 Uiso 1 1 calc R . .
C4 C 0.3105(4) 0.7321(3) 1.5541(3) 0.0417(8) Uani 1 1 d . . .
H4 H 0.3459 0.7950 1.5773 0.050 Uiso 1 1 calc R . .
C5 C 0.1960(4) 0.6722(3) 1.6277(2) 0.0290(7) Uani 1 1 d . . .
C6 C 0.1445(5) 0.5776(3) 1.5939(3) 0.0443(9) Uani 1 1 d . . .
H6 H 0.0684 0.5354 1.6444 0.053 Uiso 1 1 calc R . .
C7 C 0.2079(4) 0.5465(3) 1.4837(3) 0.0432(8) Uani 1 1 d . . .
H7 H 0.1727 0.4833 1.4607 0.052 Uiso 1 1 calc R . .
C8 C 0.0133(4) 0.9380(3) 1.7223(3) 0.0334(7) Uani 1 1 d . . .
H8 H -0.0417 0.9355 1.6669 0.040 Uiso 1 1 calc R . .
C9 C 0.1182(4) 0.8207(3) 1.7688(2) 0.0284(7) Uani 1 1 d . . .
C10 C 0.2015(4) 0.8215(3) 1.8500(2) 0.0283(7) Uani 1 1 d . . .
H10 H 0.2727 0.7415 1.8799 0.034 Uiso 1 1 calc R . .
C11 C 0.1783(4) 0.9434(3) 1.8872(2) 0.0255(6) Uani 1 1 d . . .
H11 H 0.2331 0.9445 1.9431 0.031 Uiso 1 1 calc R . .
C12 C 0.0743(3) 1.0633(3) 1.8419(2) 0.0222(6) Uani 1 1 d . . .
C13 C -0.0096(4) 1.0603(3) 1.7591(2) 0.0284(7) Uani 1 1 d . . .
H13 H -0.0808 1.1399 1.7286 0.034 Uiso 1 1 calc R . .
C14 C 0.0521(3) 1.1925(2) 1.8808(2) 0.0218(6) Uani 1 1 d . . .
C15 C 0.6550(4) 0.7951(3) 0.7489(2) 0.0271(7) Uani 1 1 d . . .
H15 H 0.6804 0.7223 0.7088 0.033 Uiso 1 1 calc R . .
C16 C 0.6239(4) 0.9152(3) 0.8786(2) 0.0275(6) Uani 1 1 d . . .
H16 H 0.6261 0.9392 0.9462 0.033 Uiso 1 1 calc R . .
C17 C 0.5713(4) 1.0024(3) 0.7926(2) 0.0268(6) Uani 1 1 d . . .
H17 H 0.5285 1.0958 0.7902 0.032 Uiso 1 1 calc R . .
C18 C 0.6539(4) 0.8970(3) 0.5111(2) 0.0289(7) Uani 1 1 d . . .
H18 H 0.7580 0.8280 0.5188 0.035 Uiso 1 1 calc R . .
C19 C 0.5479(4) 0.9661(3) 0.6020(2) 0.0228(6) Uani 1 1 d . . .
C20 C 0.3941(4) 1.0697(3) 0.5914(2) 0.0260(6) Uani 1 1 d . . .
H20 H 0.3234 1.1168 0.6525 0.031 Uiso 1 1 calc R . .
O1 O 0.1334(3) 0.69493(19) 1.73972(17) 0.0405(6) Uani 1 1 d . . .
Cd1 Cd 0.72935(2) 0.590190(18) 0.962194(16) 0.02110(8) Uani 1 1 d . . .
N1 N 0.4985(3) 0.6310(2) 1.21260(19) 0.0292(5) Uani 1 1 d . . .
N2 N 0.5221(3) 0.5733(2) 1.12004(19) 0.0255(5) Uani 1 1 d . . .
N3 N 0.4319(3) 0.4864(2) 1.14175(19) 0.0256(5) Uani 1 1 d . . .
N4 N 0.3462(3) 0.4860(2) 1.24964(19) 0.0256(5) Uani 1 1 d . . .
N5 N 0.1697(3) 1.2127(2) 1.9269(2) 0.0276(6) Uani 1 1 d . . .
N6 N 0.0971(3) 1.3402(2) 1.95264(19) 0.0259(5) Uani 1 1 d . . .
N7 N -0.0568(3) 1.3929(2) 1.92220(19) 0.0262(5) Uani 1 1 d . . .
N8 N -0.0887(3) 1.3016(2) 1.8767(2) 0.0286(6) Uani 1 1 d . . .
N9 N 0.6745(3) 0.7841(2) 0.85189(18) 0.0251(5) Uani 1 1 d . . .
N10 N 0.5937(3) 0.9251(2) 0.70855(18) 0.0242(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
C1 N1 1.336(3) . ?
C1 N4 1.336(3) . ?
C1 C2 1.468(4) . ?
C2 C3 1.379(4) . ?
C2 C7 1.382(4) . ?
C3 C4 1.385(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(4) . ?
C5 O1 1.385(3) . ?
C6 C7 1.388(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.378(4) . ?
C8 C13 1.392(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.367(4) . ?
C9 O1 1.405(3) . ?
C10 C11 1.390(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.396(4) . ?
C12 C14 1.475(4) . ?
C13 H13 0.9300 . ?
C14 N8 1.331(3) . ?
C14 N5 1.340(3) . ?
C15 N9 1.314(3) . ?
C15 N10 1.350(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.343(4) . ?
C16 N9 1.386(3) . ?
C16 H16 0.9300 . ?
C17 N10 1.383(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(4) . ?
C18 C20 1.387(4) 2_676 ?
C18 H18 0.9300 . ?
C19 C20 1.381(4) . ?
C19 N10 1.428(3) . ?
C20 C18 1.387(4) 2_676 ?
C20 H20 0.9300 . ?
Cd1 N9 2.236(2) . ?
Cd1 N2 2.250(2) . ?
Cd1 N7 2.259(2) 1_644 ?
Cd1 N6 2.352(2) 2_678 ?
Cd1 N3 2.478(2) 2_667 ?
N1 N2 1.341(3) . ?
N2 N3 1.321(3) . ?
N3 N4 1.337(3) . ?
N3 Cd1 2.478(2) 2_667 ?
N5 N6 1.341(3) . ?
N6 N7 1.322(3) . ?
N6 Cd1 2.352(2) 2_678 ?
N7 N8 1.338(3) . ?
N7 Cd1 2.259(2) 1_466 ?

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
N1 C1 N4 112.0(2) . . ?
N1 C1 C2 124.7(2) . . ?
N4 C1 C2 123.4(2) . . ?
C3 C2 C7 117.8(3) . . ?
C3 C2 C1 120.5(3) . . ?
C7 C2 C1 121.8(3) . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 O1 123.3(3) . . ?
C6 C5 O1 116.3(3) . . ?
C5 C6 C7 119.2(3) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C2 C7 C6 121.4(3) . . ?
C2 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C9 C8 C13 119.4(3) . . ?
C9 C8 H8 120.3 . . ?
C13 C8 H8 120.3 . . ?
C10 C9 C8 121.5(3) . . ?
C10 C9 O1 117.5(3) . . ?
C8 C9 O1 120.8(3) . . ?
C9 C10 C11 119.2(3) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C12 C11 C10 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 119.1(2) . . ?
C11 C12 C14 120.5(2) . . ?
C13 C12 C14 120.4(2) . . ?
C8 C13 C12 120.0(3) . . ?
C8 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
N8 C14 N5 112.1(2) . . ?
N8 C14 C12 124.1(2) . . ?
N5 C14 C12 123.8(2) . . ?
N9 C15 N10 111.6(2) . . ?
N9 C15 H15 124.2 . . ?
N10 C15 H15 124.2 . . ?
C17 C16 N9 110.2(2) . . ?
C17 C16 H16 124.9 . . ?
N9 C16 H16 124.9 . . ?
C16 C17 N10 106.0(2) . . ?
C16 C17 H17 127.0 . . ?
N10 C17 H17 127.0 . . ?
C19 C18 C20 120.3(3) . 2_676 ?
C19 C18 H18 119.9 . . ?
C20 C18 H18 119.9 2_676 . ?
C20 C19 C18 120.4(2) . . ?
C20 C19 N10 120.0(2) . . ?
C18 C19 N10 119.5(2) . . ?
C19 C20 C18 119.3(3) . 2_676 ?
C19 C20 H20 120.4 . . ?
C18 C20 H20 120.4 2_676 . ?
C5 O1 C9 117.8(2) . . ?
N9 Cd1 N2 117.26(8) . . ?
N9 Cd1 N7 128.04(8) . 1_644 ?
N2 Cd1 N7 113.70(8) . 1_644 ?
N9 Cd1 N6 91.34(8) . 2_678 ?
N2 Cd1 N6 95.34(8) . 2_678 ?
N7 Cd1 N6 93.46(7) 1_644 2_678 ?
N9 Cd1 N3 87.42(8) . 2_667 ?
N2 Cd1 N3 89.45(8) . 2_667 ?
N7 Cd1 N3 83.58(7) 1_644 2_667 ?
N6 Cd1 N3 175.08(8) 2_678 2_667 ?
C1 N1 N2 103.9(2) . . ?
N3 N2 N1 110.3(2) . . ?
N3 N2 Cd1 124.53(17) . . ?
N1 N2 Cd1 123.97(17) . . ?
N2 N3 N4 108.6(2) . . ?
N2 N3 Cd1 135.88(17) . 2_667 ?
N4 N3 Cd1 108.30(17) . 2_667 ?
C1 N4 N3 105.1(2) . . ?
C14 N5 N6 104.6(2) . . ?
N7 N6 N5 109.0(2) . . ?
N7 N6 Cd1 137.30(17) . 2_678 ?
N5 N6 Cd1 113.65(15) . 2_678 ?
N6 N7 N8 109.90(19) . . ?
N6 N7 Cd1 128.77(17) . 1_466 ?
N8 N7 Cd1 120.51(15) . 1_466 ?
C14 N8 N7 104.4(2) . . ?
C15 N9 C16 105.3(2) . . ?
C15 N9 Cd1 124.07(18) . . ?
C16 N9 Cd1 129.76(18) . . ?
C15 N10 C17 107.0(2) . . ?
C15 N10 C19 123.4(2) . . ?
C17 N10 C19 129.4(2) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.073

loop_
_iucr_refine_instruction_details

#2
TITL
2
in
P-1
CELL
0.71073
8.2082
10.9317
11.9526
79.480
74.303
69.897
ZERR
2.00
0.0006
0.0008
0.0010
0.007
0.007
0.007
LATT
1
SFAC
C
H
O
Cd
N
UNIT
40
26
2
2
20
MERG
2
OMIT
0
50
L.S.
14
ACTA
BOND
$H
FMAP
2
PLAN
5
WGHT
0.019800
0.247000
FVAR
5.227820
C1
1
0.389123
0.575246
0.290382
11.000000
0.027010
=
0.024050
0.020440
-0.006390
-0.006240
-0.008300
C2
1
0.322042
0.607331
0.407441
11.000000
0.028730
=
0.025130
0.019340
-0.009210
-0.003110
-0.007970
C3
1
0.373742
0.698954
0.444656
11.000000
0.056430
=
0.045850
0.023480
-0.011030
0.006780
-0.035360
AFIX
43
H3
2
0.453337
0.738051
0.393308
11.000000
-1.200000
AFIX
0
C4
1
0.310322
0.732187
0.554173
11.000000
0.060340
=
0.047320
0.029930
-0.022270
0.006880
-0.037080
AFIX
43
H4
2
0.343881
0.794491
0.578826
11.000000
-1.200000
AFIX
0
C5
1
0.195945
0.672146
0.627632
11.000000
0.035590
=
0.028310
0.022190
-0.014080
0.002360
-0.011560
C6
1
0.144489
0.577702
0.593962
11.000000
0.059470
=
0.050750
0.030160
-0.018320
0.013660
-0.038090
AFIX
43
H6
2
0.067893
0.536831
0.646405
11.000000
-1.200000
AFIX
0
C7
1
0.207860
0.546438
0.483643
11.000000
0.057080
=
0.056070
0.030460
-0.025160
0.009830
-0.041020
AFIX
43
H7
2
0.174462
0.483919
0.459183
11.000000
-1.200000
AFIX
0
C8
1
0.013325
0.938033
0.722326
11.000000
0.033810
=
0.046200
0.026960
-0.017500
-0.003630
-0.017280
AFIX
43
H8
2
-0.043100
0.936035
0.665658
11.000000
-1.200000
AFIX
0
C9
1
0.118171
0.820674
0.768830
11.000000
0.034760
=
0.028100
0.022060
-0.013520
0.009370
-0.017350
C10
1
0.201486
0.821514
0.849947
11.000000
0.031580
=
0.023420
0.024830
-0.005920
0.000180
-0.007630
AFIX
43
H10
2
0.273094
0.743235
0.880983
11.000000
-1.200000
AFIX
0
C11
1
0.178299
0.943399
0.887169
11.000000
0.026190
=
0.028260
0.020960
-0.006760
-0.002910
-0.008200
AFIX
43
H11
2
0.234678
0.944017
0.944316
11.000000
-1.200000
AFIX
0
C12
1
0.074358
1.063312
0.841994
11.000000
0.018320
=
0.025600
0.022920
-0.009700
0.001490
-0.009220
C13
1
-0.009571
1.060259
0.759079
11.000000
0.026160
=
0.030320
0.028520
-0.009890
-0.007400
-0.006080
AFIX
43
H13
2
-0.080983
1.138133
0.727356
11.000000
-1.200000
AFIX
0
C14
1
0.052116
1.192444
0.880749
11.000000
0.023440
=
0.023020
0.018720
-0.006860
-0.003210
-0.006750
C15
1
0.655071
0.795091
-0.251190
11.000000
0.037970
=
0.022740
0.023180
-0.004030
-0.007560
-0.012210
AFIX
43
H15
2
0.679302
0.724408
-0.293228
11.000000
-1.200000
AFIX
0
C16
1
0.623866
0.915155
-0.121397
11.000000
0.031310
=
0.031230
0.021000
-0.008570
-0.005560
-0.008860
AFIX
43
H16
2
0.626954
0.937943
-0.051415
11.000000
-1.200000
AFIX
0
C17
1
0.571288
1.002463
-0.207319
11.000000
0.030720
=
0.022940
0.026240
-0.007280
-0.007390
-0.006630
AFIX
43
H17
2
0.529308
1.094122
-0.209782
11.000000
-1.200000
AFIX
0
C18
1
0.654035
0.896971
-0.488904
11.000000
0.030420
=
0.030200
0.024070
0.000290
-0.008220
-0.008640
AFIX
43
H18
2
0.757133
0.828456
-0.480389
11.000000
-1.200000
AFIX
0
C19
1
0.547905
0.966137
-0.398079
11.000000
0.029650
=
0.024600
0.017980
-0.000080
-0.005270
-0.014970
C20
1
0.393977
1.069772
-0.408529
11.000000
0.028400
=
0.026630
0.021540
-0.006460
-0.000090
-0.010440
AFIX
43
H20
2
0.324583
1.115852
-0.345182
11.000000
-1.200000
AFIX
0
O1
3
0.133275
0.694985
0.739706
11.000000
0.067160
=
0.034030
0.022130
-0.016930
0.010240
-0.028520
Cd1
4
0.729343
0.590191
-0.037801
11.000000
0.024900
=
0.020430
0.018580
-0.005670
-0.006800
-0.005400
N1
5
0.498390
0.631115
0.212639
11.000000
0.036500
=
0.035330
0.019710
-0.013230
-0.001130
-0.015610
N2
5
0.522104
0.573217
0.120044
11.000000
0.029610
=
0.030960
0.018920
-0.008260
-0.005170
-0.011390
N3
5
0.431931
0.486397
0.141767
11.000000
0.031090
=
0.026640
0.019920
-0.008800
-0.008250
-0.005600
N4
5
0.346239
0.486030
0.249673
11.000000
0.033280
=
0.026650
0.018660
-0.006680
-0.005800
-0.010490
N5
5
0.169706
1.212720
0.926870
11.000000
0.026470
=
0.022580
0.034920
-0.013680
-0.010460
-0.003560
N6
5
0.097169
1.340148
0.952592
11.000000
0.026960
=
0.024800
0.028600
-0.010570
-0.009840
-0.006720
N7
5
-0.056854
1.392950
0.922199
11.000000
0.025230
=
0.024030
0.030600
-0.010050
-0.012970
-0.002720
N8
5
-0.088613
1.301545
0.876715
11.000000
0.027700
=
0.027690
0.032940
-0.013720
-0.012240
-0.004910
N9
5
0.674477
0.784112
-0.148030
11.000000
0.032110
=
0.023860
0.019850
-0.000740
-0.008350
-0.009210
N10
5
0.593767
0.925037
-0.291405
11.000000
0.031240
=
0.023490
0.017940
-0.001320
-0.005750
-0.010000
HKLF
4
END
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1444762'
_audit_update_record             
;
2016-03-21 deposited with the CCDC.
2016-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H20 Cd N12 O2, C4 H9 N O'
_chemical_formula_sum            'C30 H29 Cd N13 O3'
_chemical_formula_weight         732.06

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   ' P c c a '
_symmetry_space_group_name_Hall  '-P 2a 2ac '

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

_cell_length_a                   28.6376(15)
_cell_length_b                   10.5812(4)
_cell_length_c                   22.7685(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6899.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3288
_cell_measurement_theta_min      2.9765
_cell_measurement_theta_max      28.5020

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2976
_exptl_absorpt_coefficient_mu    0.684
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93420
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;   
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15894
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0488
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.99
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6076
_reflns_number_gt                4213
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       
;       
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11) 
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XP and  Dimond 3.0'
_computing_publication_material  ?

_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. Furthermore,
'PART' command was used to deal with the present molecular disorder.
'SIMU', 'ISOR', and 'DAMP' restraints have also been used to refine this structure. 
These refine commands have been listed in the section of
'_iucr_refine_instruction_details' for clarity.  
;

_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)+(0.0670P)²+8.7564P] 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         6076
_refine_ls_number_parameters     518
_refine_ls_number_restraints     1702
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1458
_refine_ls_wR_factor_gt          0.1339
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      0.969
_refine_ls_shift/su_max          0.001
_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
C1 C 0.61471(18) 1.1176(4) 0.4396(2) 0.0383(11) Uani 1 1 d U . .
C1C C 0.1959(3) 0.5711(10) 0.2553(3) 0.121(3) Uani 1 1 d U . .
H1CA H 0.1927 0.5141 0.2227 0.181 Uiso 1 1 calc R . .
H1CB H 0.2265 0.6078 0.2549 0.181 Uiso 1 1 calc R . .
H1CC H 0.1729 0.6367 0.2522 0.181 Uiso 1 1 calc R . .
C1D C 0.1890(2) 0.5014(13) 0.3104(4) 0.111(3) Uani 1 1 d U . .
C1E C 0.1957(3) 0.6920(9) 0.3657(5) 0.135(3) Uani 1 1 d U . .
H1EA H 0.2242 0.7078 0.3866 0.202 Uiso 1 1 calc R . .
H1EB H 0.1700 0.7288 0.3867 0.202 Uiso 1 1 calc R . .
H1EC H 0.1976 0.7288 0.3273 0.202 Uiso 1 1 calc R . .
C1F C 0.1806(3) 0.4815(10) 0.4135(3) 0.124(3) Uani 1 1 d U . .
H1FA H 0.1487 0.4917 0.4259 0.187 Uiso 1 1 calc R . .
H1FB H 0.2011 0.5114 0.4439 0.187 Uiso 1 1 calc R . .
H1FC H 0.1867 0.3938 0.4061 0.187 Uiso 1 1 calc R . .
C2 C 0.65977(18) 1.1689(4) 0.4194(2) 0.0411(11) Uani 1 1 d U . .
C3 C 0.68433(19) 1.2498(5) 0.4549(2) 0.0504(13) Uani 1 1 d U . .
H3 H 0.6722 1.2726 0.4913 0.060 Uiso 1 1 calc R . .
C4 C 0.72693(19) 1.2976(5) 0.4370(2) 0.0574(14) Uani 1 1 d U . .
H4 H 0.7434 1.3522 0.4614 0.069 Uiso 1 1 calc R . .
C5 C 0.74523(18) 1.2646(5) 0.3829(2) 0.0494(12) Uani 1 1 d U . .
C6 C 0.7213(2) 1.1814(5) 0.3477(3) 0.0614(14) Uani 1 1 d U . .
H6 H 0.7338 1.1566 0.3118 0.074 Uiso 1 1 calc R . .
C7 C 0.6789(2) 1.1348(5) 0.3659(2) 0.0577(14) Uani 1 1 d U . .
H7 H 0.6627 1.0791 0.3417 0.069 Uiso 1 1 calc R . .
C8 C 0.82390(18) 1.3278(5) 0.4017(2) 0.0501(13) Uani 1 1 d U . .
C9 C 0.84576(16) 1.4429(5) 0.4056(2) 0.0422(11) Uani 1 1 d U . .
H9 H 0.8345 1.5118 0.3846 0.051 Uiso 1 1 calc R . .
C10 C 0.88468(16) 1.4556(4) 0.44109(18) 0.0338(10) Uani 1 1 d U . .
H10 H 0.8999 1.5330 0.4439 0.041 Uiso 1 1 calc R . .
C11 C 0.90109(15) 1.3509(4) 0.47283(19) 0.0330(10) Uani 1 1 d U . .
C12 C 0.87821(17) 1.2359(5) 0.4687(2) 0.0474(12) Uani 1 1 d U . .
H12 H 0.8890 1.1665 0.4898 0.057 Uiso 1 1 calc R . .
C13 C 0.83893(19) 1.2244(5) 0.4329(2) 0.0570(14) Uani 1 1 d U . .
H13 H 0.8231 1.1478 0.4303 0.068 Uiso 1 1 calc R . .
C14 C 0.94411(14) 1.3606(3) 0.50809(18) 0.0263(9) Uani 1 1 d U . .
C15 C 1.0413(5) 0.9115(8) 0.3507(5) 0.0263(18) Uani 0.622(6) 1 d PDU A 1
H15 H 1.0149 0.8667 0.3624 0.032 Uiso 0.622(6) 1 calc PR A 1
C16 C 1.0921(3) 1.0600(7) 0.3399(3) 0.051(2) Uani 0.622(6) 1 d PDU A 1
H16 H 1.1080 1.1363 0.3440 0.061 Uiso 0.622(6) 1 calc PR A 1
C17 C 1.1042(3) 0.9657(7) 0.3028(3) 0.0496(19) Uani 0.622(6) 1 d PDU A 1
H17 H 1.1291 0.9661 0.2765 0.060 Uiso 0.622(6) 1 calc PR A 1
N9 N 1.0533(2) 1.0261(8) 0.3703(3) 0.0311(18) Uani 0.622(6) 1 d PDU A 1
N10 N 1.0734(2) 0.8705(7) 0.3112(4) 0.0311(18) Uani 0.622(6) 1 d PDU A 1
N10A N 1.0588(5) 0.8722(10) 0.3012(6) 0.034(2) Uani 0.378(6) 1 d PDU A 2
N9A N 1.0365(4) 1.0283(12) 0.3580(5) 0.034(3) Uani 0.378(6) 1 d PDU A 2
C17A C 1.0722(5) 0.9819(10) 0.2752(5) 0.050(2) Uani 0.378(6) 1 d PDU A 2
H17A H 1.0884 0.9899 0.2400 0.060 Uiso 0.378(6) 1 calc PR A 2
C16A C 1.0577(5) 1.0774(9) 0.3101(5) 0.049(3) Uani 0.378(6) 1 d PDU A 2
H16A H 1.0617 1.1630 0.3024 0.059 Uiso 0.378(6) 1 calc PR A 2
C15A C 1.0413(9) 0.9022(13) 0.3547(8) 0.033(3) Uani 0.378(6) 1 d PDU A 2
H15A H 1.0338 0.8449 0.3842 0.040 Uiso 0.378(6) 1 calc PR A 2
C18 C 1.06894(15) 0.7488(4) 0.28063(19) 0.0309(10) Uani 1 1 d U . .
C19 C 1.06422(15) 0.7388(4) 0.21978(19) 0.0341(10) Uani 1 1 d U A .
H19 H 1.0623 0.8110 0.1966 0.041 Uiso 1 1 calc R . .
C20 C 1.06249(15) 0.6201(4) 0.19439(19) 0.0343(10) Uani 1 1 d U . .
H20 H 1.0598 0.6119 0.1539 0.041 Uiso 1 1 calc R A .
C21 C 1.06479(14) 0.5143(4) 0.22946(18) 0.0284(9) Uani 1 1 d U A .
C22 C 1.07050(14) 0.5232(4) 0.28998(17) 0.0281(9) Uani 1 1 d U . .
H22 H 1.0729 0.4510 0.3131 0.034 Uiso 1 1 calc R A .
C23 C 1.07254(15) 0.6424(4) 0.31490(19) 0.0310(9) Uani 1 1 d U A .
H23 H 1.0764 0.6506 0.3553 0.037 Uiso 1 1 calc R . .
C24 C 1.0944(3) 0.3017(6) 0.2101(3) 0.0374(17) Uani 0.622(6) 1 d PDU A 1
H24 H 1.1190 0.2986 0.2367 0.045 Uiso 0.622(6) 1 calc PR A 1
C25 C 1.0806(3) 0.2091(6) 0.1729(3) 0.0379(17) Uani 0.622(6) 1 d PDU A 1
H25 H 1.0949 0.1305 0.1696 0.045 Uiso 0.622(6) 1 calc PR A 1
C26 C 1.0330(5) 0.3645(9) 0.1595(5) 0.0275(19) Uani 0.622(6) 1 d PDU A 1
H26 H 1.0082 0.4137 0.1464 0.033 Uiso 0.622(6) 1 calc PR A 1
N11 N 1.0647(3) 0.4009(6) 0.2005(4) 0.0256(18) Uani 0.622(6) 1 d PDU A 1
N12 N 1.0426(3) 0.2474(8) 0.1409(3) 0.0279(19) Uani 0.622(6) 1 d PDU . 1
C24A C 1.0679(5) 0.2620(9) 0.2281(5) 0.033(2) Uani 0.378(6) 1 d PDU A 2
H24A H 1.0856 0.2484 0.2617 0.040 Uiso 0.378(6) 1 calc PR A 2
C25A C 1.0514(5) 0.1725(8) 0.1912(5) 0.034(2) Uani 0.378(6) 1 d PDU A 2
H25A H 1.0553 0.0859 0.1960 0.041 Uiso 0.378(6) 1 calc PR A 2
C26A C 1.0329(9) 0.3540(13) 0.1541(8) 0.027(3) Uani 0.378(6) 1 d PDU A 2
H26A H 1.0235 0.4159 0.1277 0.033 Uiso 0.378(6) 1 calc PR A 2
N11A N 1.0536(5) 0.3765(9) 0.2068(6) 0.027(2) Uani 0.378(6) 1 d PDU A 2
N12A N 1.0282(4) 0.2285(13) 0.1460(5) 0.029(3) Uani 0.378(6) 1 d PDU . 2
N1 N 0.59881(13) 1.1333(3) 0.49440(17) 0.0392(9) Uani 1 1 d U . .
N2 N 0.55727(14) 1.0708(3) 0.49537(16) 0.0379(9) Uani 1 1 d U . .
N3 N 0.54983(14) 1.0209(3) 0.44303(16) 0.0375(9) Uani 1 1 d U . .
N4 N 0.58535(15) 1.0493(3) 0.40642(18) 0.0424(10) Uani 1 1 d U . .
N5 N 0.95343(12) 1.4519(3) 0.54643(14) 0.0271(8) Uani 1 1 d U . .
N6 N 0.99630(13) 1.4216(3) 0.56911(14) 0.0311(8) Uani 1 1 d U . .
N7 N 1.01106(12) 1.3165(3) 0.54555(16) 0.0288(8) Uani 1 1 d U . .
N8 N 0.97889(12) 1.2760(3) 0.50595(15) 0.0278(8) Uani 1 1 d U A .
N13 N 0.1884(2) 0.5537(9) 0.3603(3) 0.111(2) Uani 1 1 d U . .
O1 O 1.06663(11) 1.2994(3) 0.41566(13) 0.0369(8) Uani 1 1 d U A .
H1B H 1.0881 1.2786 0.4396 0.044 Uiso 1 1 d R . .
H1C H 1.0558 1.3693 0.4279 0.044 Uiso 1 1 d R . .
O2 O 0.78628(12) 1.3159(4) 0.36160(16) 0.0607(10) Uani 1 1 d U . .
O3 O 0.1826(2) 0.3762(7) 0.3062(3) 0.114(2) Uani 1 1 d U . .
Cd1 Cd 1.003710(13) 1.14397(3) 0.430998(13) 0.03532(14) 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
C1 N1 1.338(6) . ?
C1 N4 1.342(6) . ?
C1 C2 1.474(7) . ?
C1C C1D 1.469(11) . ?
C1C H1CA 0.9600 . ?
C1C H1CB 0.9600 . ?
C1C H1CC 0.9600 . ?
C1D N13 1.263(10) . ?
C1D O3 1.342(12) . ?
C1E N13 1.483(10) . ?
C1E H1EA 0.9600 . ?
C1E H1EB 0.9600 . ?
C1E H1EC 0.9600 . ?
C1F N13 1.450(9) . ?
C1F H1FA 0.9600 . ?
C1F H1FB 0.9600 . ?
C1F H1FC 0.9600 . ?
C2 C3 1.372(7) . ?
C2 C7 1.384(7) . ?
C3 C4 1.382(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(7) . ?
C5 O2 1.383(6) . ?
C6 C7 1.374(8) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.372(7) . ?
C8 C13 1.375(7) . ?
C8 O2 1.417(6) . ?
C9 C10 1.383(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.404(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(6) . ?
C11 C14 1.474(6) . ?
C12 C13 1.394(7) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N5 1.329(5) . ?
C14 N8 1.340(5) . ?
C15 N9 1.337(7) . ?
C15 N10 1.357(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.353(7) . ?
C16 N9 1.358(7) . ?
C16 H16 0.9300 . ?
C17 N10 1.353(7) . ?
C17 H17 0.9300 . ?
N9 Cd1 2.342(7) . ?
N10 C18 1.470(8) . ?
N10A C15A 1.356(9) . ?
N10A C17A 1.359(8) . ?
N10A C18 1.417(12) . ?
N9A C15A 1.344(9) . ?
N9A C16A 1.353(8) . ?
N9A Cd1 2.267(11) . ?
C17A C16A 1.350(8) . ?
C17A H17A 0.9300 . ?
C16A H16A 0.9300 . ?
C15A H15A 0.9300 . ?
C18 C23 1.374(6) . ?
C18 C19 1.396(6) . ?
C19 C20 1.383(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.377(6) . ?
C20 H20 0.9300 . ?
C21 N11 1.370(8) . ?
C21 C22 1.391(6) . ?
C21 N11A 1.580(11) . ?
C22 C23 1.384(6) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.354(7) . ?
C24 N11 1.368(7) . ?
C24 H24 0.9300 . ?
C25 N12 1.371(7) . ?
C25 H25 0.9300 . ?
C26 N12 1.338(7) . ?
C26 N11 1.357(7) . ?
C26 H26 0.9300 . ?
N12 Cd1 2.374(7) 4_745 ?
C24A C25A 1.350(8) . ?
C24A N11A 1.366(8) . ?
C24A H24A 0.9300 . ?
C25A N12A 1.363(8) . ?
C25A H25A 0.9300 . ?
C26A N12A 1.347(9) . ?
C26A N11A 1.359(8) . ?
C26A H26A 0.9300 . ?
N12A Cd1 2.170(11) 4_745 ?
N1 N2 1.361(5) . ?
N2 N3 1.321(5) . ?
N2 Cd1 2.401(4) 6_556 ?
N3 N4 1.349(5) . ?
N3 Cd1 2.339(4) 2_675 ?
N5 N6 1.370(5) . ?
N6 N7 1.304(5) . ?
N7 N8 1.358(5) . ?
N8 Cd1 2.317(3) . ?
O1 Cd1 2.464(3) . ?
O1 H1B 0.8501 . ?
O1 H1C 0.8500 . ?
Cd1 N12A 2.170(11) 4_765 ?
Cd1 N3 2.339(4) 2_675 ?
Cd1 N12 2.374(7) 4_765 ?
Cd1 N2 2.401(4) 6_656 ?

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
N1 C1 N4 112.3(5) . . ?
N1 C1 C2 122.9(4) . . ?
N4 C1 C2 124.8(4) . . ?
C1D C1C H1CA 109.5 . . ?
C1D C1C H1CB 109.5 . . ?
H1CA C1C H1CB 109.5 . . ?
C1D C1C H1CC 109.5 . . ?
H1CA C1C H1CC 109.5 . . ?
H1CB C1C H1CC 109.5 . . ?
N13 C1D O3 119.7(10) . . ?
N13 C1D C1C 123.4(12) . . ?
O3 C1D C1C 116.9(9) . . ?
N13 C1E H1EA 109.5 . . ?
N13 C1E H1EB 109.5 . . ?
H1EA C1E H1EB 109.5 . . ?
N13 C1E H1EC 109.5 . . ?
H1EA C1E H1EC 109.5 . . ?
H1EB C1E H1EC 109.5 . . ?
N13 C1F H1FA 109.5 . . ?
N13 C1F H1FB 109.5 . . ?
H1FA C1F H1FB 109.5 . . ?
N13 C1F H1FC 109.5 . . ?
H1FA C1F H1FC 109.5 . . ?
H1FB C1F H1FC 109.5 . . ?
C3 C2 C7 118.6(5) . . ?
C3 C2 C1 119.6(5) . . ?
C7 C2 C1 121.7(4) . . ?
C2 C3 C4 120.4(5) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 120.3(5) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 O2 118.1(5) . . ?
C6 C5 C4 119.5(5) . . ?
O2 C5 C4 122.3(5) . . ?
C5 C6 C7 119.7(6) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C6 C7 C2 121.4(5) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
C9 C8 C13 122.0(5) . . ?
C9 C8 O2 117.9(5) . . ?
C13 C8 O2 120.0(5) . . ?
C8 C9 C10 119.5(4) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C10 C11 119.6(4) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 120.0(4) . . ?
C12 C11 C14 119.6(4) . . ?
C10 C11 C14 120.3(4) . . ?
C11 C12 C13 119.8(5) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C8 C13 C12 119.1(5) . . ?
C8 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
N5 C14 N8 111.1(4) . . ?
N5 C14 C11 125.2(4) . . ?
N8 C14 C11 123.7(4) . . ?
N9 C15 N10 109.6(7) . . ?
N9 C15 H15 125.2 . . ?
N10 C15 H15 125.2 . . ?
C17 C16 N9 109.4(6) . . ?
C17 C16 H16 125.3 . . ?
N9 C16 H16 125.3 . . ?
C16 C17 N10 107.0(6) . . ?
C16 C17 H17 126.5 . . ?
N10 C17 H17 126.5 . . ?
C15 N9 C16 106.3(6) . . ?
C15 N9 Cd1 121.6(5) . . ?
C16 N9 Cd1 131.0(5) . . ?
C17 N10 C15 107.4(6) . . ?
C17 N10 C18 129.9(6) . . ?
C15 N10 C18 122.4(6) . . ?
C15A N10A C17A 107.2(8) . . ?
C15A N10A C18 126.0(10) . . ?
C17A N10A C18 125.9(10) . . ?
C15A N9A C16A 106.8(8) . . ?
C15A N9A Cd1 128.3(8) . . ?
C16A N9A Cd1 124.8(8) . . ?
C16A C17A N10A 107.2(8) . . ?
C16A C17A H17A 126.4 . . ?
N10A C17A H17A 126.4 . . ?
C17A C16A N9A 109.0(8) . . ?
C17A C16A H16A 125.5 . . ?
N9A C16A H16A 125.5 . . ?
N9A C15A N10A 108.7(9) . . ?
N9A C15A H15A 125.6 . . ?
N10A C15A H15A 125.6 . . ?
C23 C18 C19 120.6(4) . . ?
C23 C18 N10A 125.6(6) . . ?
C19 C18 N10A 112.2(7) . . ?
C23 C18 N10 116.3(5) . . ?
C19 C18 N10 123.0(5) . . ?
N10A C18 N10 18.9(7) . . ?
C20 C19 C18 119.1(4) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C21 C20 C19 119.6(4) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
N11 C21 C20 115.7(5) . . ?
N11 C21 C22 122.5(5) . . ?
C20 C21 C22 121.7(4) . . ?
N11 C21 N11A 14.8(8) . . ?
C20 C21 N11A 123.5(6) . . ?
C22 C21 N11A 114.2(6) . . ?
C23 C22 C21 118.2(4) . . ?
C23 C22 H22 120.9 . . ?
C21 C22 H22 120.9 . . ?
C18 C23 C22 120.7(4) . . ?
C18 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 N11 105.9(6) . . ?
C25 C24 H24 127.0 . . ?
N11 C24 H24 127.0 . . ?
C24 C25 N12 110.4(6) . . ?
C24 C25 H25 124.8 . . ?
N12 C25 H25 124.8 . . ?
N12 C26 N11 110.0(7) . . ?
N12 C26 H26 125.0 . . ?
N11 C26 H26 125.0 . . ?
C26 N11 C24 107.9(6) . . ?
C26 N11 C21 125.5(6) . . ?
C24 N11 C21 126.5(7) . . ?
C26 N12 C25 105.6(6) . . ?
C26 N12 Cd1 122.0(6) . 4_745 ?
C25 N12 Cd1 132.3(5) . 4_745 ?
C25A C24A N11A 107.3(7) . . ?
C25A C24A H24A 126.3 . . ?
N11A C24A H24A 126.3 . . ?
C24A C25A N12A 109.6(7) . . ?
C24A C25A H25A 125.2 . . ?
N12A C25A H25A 125.2 . . ?
N12A C26A N11A 109.8(9) . . ?
N12A C26A H26A 125.1 . . ?
N11A C26A H26A 125.1 . . ?
C26A N11A C24A 106.7(8) . . ?
C26A N11A C21 122.5(9) . . ?
C24A N11A C21 130.0(10) . . ?
C26A N12A C25A 106.0(8) . . ?
C26A N12A Cd1 124.1(8) . 4_745 ?
C25A N12A Cd1 129.6(8) . 4_745 ?
C1 N1 N2 104.6(4) . . ?
N3 N2 N1 108.7(4) . . ?
N3 N2 Cd1 131.0(3) . 6_556 ?
N1 N2 Cd1 114.4(2) . 6_556 ?
N2 N3 N4 110.3(4) . . ?
N2 N3 Cd1 120.7(3) . 2_675 ?
N4 N3 Cd1 126.0(3) . 2_675 ?
C1 N4 N3 104.1(4) . . ?
C14 N5 N6 104.9(3) . . ?
N7 N6 N5 109.6(3) . . ?
N6 N7 N8 108.8(3) . . ?
C14 N8 N7 105.6(3) . . ?
C14 N8 Cd1 131.1(3) . . ?
N7 N8 Cd1 118.1(2) . . ?
C1D N13 C1F 121.6(10) . . ?
C1D N13 C1E 120.3(10) . . ?
C1F N13 C1E 118.2(8) . . ?
Cd1 O1 H1B 105.4 . . ?
Cd1 O1 H1C 105.5 . . ?
H1B O1 H1C 106.1 . . ?
C5 O2 C8 117.1(4) . . ?
N12A Cd1 N9A 78.8(5) 4_765 . ?
N12A Cd1 N8 102.5(4) 4_765 . ?
N9A Cd1 N8 172.8(3) . . ?
N12A Cd1 N3 97.3(4) 4_765 2_675 ?
N9A Cd1 N3 87.4(3) . 2_675 ?
N8 Cd1 N3 99.35(12) . 2_675 ?
N12A Cd1 N9 89.9(4) 4_765 . ?
N9A Cd1 N9 13.8(4) . . ?
N8 Cd1 N9 160.4(2) . . ?
N3 Cd1 N9 94.0(2) 2_675 . ?
N12A Cd1 N12 10.8(5) 4_765 4_765 ?
N9A Cd1 N12 88.6(4) . 4_765 ?
N8 Cd1 N12 93.3(2) . 4_765 ?
N3 Cd1 N12 93.4(2) 2_675 4_765 ?
N9 Cd1 N12 100.2(3) . 4_765 ?
N12A Cd1 N2 165.1(4) 4_765 6_656 ?
N9A Cd1 N2 94.2(4) . 6_656 ?
N8 Cd1 N2 82.89(12) . 6_656 ?
N3 Cd1 N2 95.54(13) 2_675 6_656 ?
N9 Cd1 N2 81.5(2) . 6_656 ?
N12 Cd1 N2 170.8(2) 4_765 6_656 ?
N12A Cd1 O1 85.3(4) 4_765 . ?
N9A Cd1 O1 87.3(3) . . ?
N8 Cd1 O1 85.77(11) . . ?
N3 Cd1 O1 173.58(11) 2_675 . ?
N9 Cd1 O1 80.10(19) . . ?
N12 Cd1 O1 90.2(2) 4_765 . ?
N2 Cd1 O1 81.19(11) 6_656 . ?

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 0.000 0.377 198 27 ' '
2 0.250 0.000 0.877 198 27 ' '
3 0.750 0.000 0.123 198 27 ' '
4 0.750 0.000 0.623 198 27 ' '
_platon_squeeze_details          ?



_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.568
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.082

loop_
_iucr_refine_instruction_details
#54  
TITL
3
in
Pcca
CELL
0.71073
28.6376
10.5812
22.7685
90
90
90
ZERR
8
0.0015
0.0004
0.001
0
0
0
LATT
1
SYMM
0.5-X,-Y,+Z
SYMM
0.5+X,-Y,0.5-Z
SYMM
-X,+Y,0.5-Z
SFAC
C
H
N
O
Cd
UNIT
240
232
104
24
8
MERG
2
OMIT
3
1
2
OMIT
0.00
50.00
L.S.
3
ACTA
BOND
$H
FMAP
2
PLAN
4
DFIX
1.35
0.01
N11
C24
C24
C25
C25
N12
N12
C26
C26
N11
DFIX
1.35
0.01
N11A
C24A
C24A
C25A
C25A
N12A
N12A
C26A
C26A
N11A
DFIX
2.2
N11
C25
C24
N12
C25
C26
N12
N11
C26
C24
DFIX
2.2
N11A
C25A
C24A
N12A
C25A
C26A
N12A
N11A
C26A
C24A
DFIX
1.35
0.01
C15
N9
N9
C16
C16
C17
C17
N10
N10
C15
DFIX
1.35
0.01
C15A
N9A
N9A
C16A
C16A
C17A
C17A
N10A
N10A
C15A
DFIX
2.2
C15
C16
N9
C17
C16
N10
C17
C15
N10
N9
DFIX
2.2
C15A
C16A
N9A
C17A
C16A
N10A
C17A
C15A
N10A
N9A
SIMU
0.02
0.04
3.8
$C
$O
$N
ISOR
0.01
0.02
C16
C17
C16A
C17A
C24A
C15
C15A
C26
C26A
damp
0
0.001
size
0.18
0.16
0.12
WGHT
0.067000
8.756400
FVAR
0.564800
0.622150
C1
1
0.614713
1.117605
0.439633
11.000000
0.052980
0.021550
=
0.040440
-0.011620
-0.019660
0.017270
C1C
1
0.195888
0.571054
0.255280
11.000000
0.074560
0.201830
=
0.085410
0.046050
0.000640
0.001950
AFIX
137
H1CA
2
0.192726
0.514132
0.222689
11.000000
-1.500000
H1CB
2
0.226530
0.607835
0.254886
11.000000
-1.500000
H1CC
2
0.172880
0.636709
0.252228
11.000000
-1.500000
AFIX
0
C1D
1
0.189045
0.501418
0.310415
11.000000
0.037720
0.219780
=
0.074070
-0.010270
-0.007400
0.023230
C1E
1
0.195728
0.691964
0.365713
11.000000
0.091920
0.097970
=
0.214900
0.001620
-0.012720
-0.020550
AFIX
137
H1EA
2
0.224234
0.707798
0.386643
11.000000
-1.500000
H1EB
2
0.170043
0.728753
0.386732
11.000000
-1.500000
H1EC
2
0.197635
0.728845
0.327265
11.000000
-1.500000
AFIX
0
C1F
1
0.180552
0.481542
0.413534
11.000000
0.082140
0.231850
=
0.059290
0.042580
0.004650
-0.001830
AFIX
137
H1FA
2
0.148720
0.491713
0.425879
11.000000
-1.500000
H1FB
2
0.201058
0.511369
0.443873
11.000000
-1.500000
H1FC
2
0.186668
0.393785
0.406096
11.000000
-1.500000
AFIX
0
C2
1
0.659774
1.168942
0.419411
11.000000
0.048050
0.030700
=
0.044470
-0.009580
-0.014770
0.015220
C3
1
0.684329
1.249810
0.454942
11.000000
0.054670
0.048170
=
0.048240
-0.014160
-0.005960
0.000110
AFIX
43
H3
2
0.672238
1.272649
0.491335
11.000000
-1.200000
AFIX
0
C4
1
0.726933
1.297588
0.437010
11.000000
0.051960
0.059230
=
0.061110
-0.018740
-0.018980
0.001790
AFIX
43
H4
2
0.743380
1.352188
0.461435
11.000000
-1.200000
AFIX
0
C5
1
0.745225
1.264573
0.382901
11.000000
0.039540
0.052540
=
0.056070
-0.002170
-0.016080
0.012380
C6
1
0.721316
1.181359
0.347735
11.000000
0.065530
0.061850
=
0.056690
-0.012600
0.003780
0.001380
AFIX
43
H6
2
0.733762
1.156642
0.311799
11.000000
-1.200000
AFIX
0
C7
1
0.678910
1.134760
0.365882
11.000000
0.065940
0.052010
=
0.055270
-0.023930
-0.006540
0.000250
AFIX
43
H7
2
0.662729
1.079096
0.341696
11.000000
-1.200000
AFIX
0
C8
1
0.823901
1.327816
0.401677
11.000000
0.040750
0.061360
=
0.048280
-0.001450
-0.011080
0.012720
C9
1
0.845765
1.442890
0.405603
11.000000
0.038020
0.049500
=
0.039090
0.009690
0.004210
0.017560
AFIX
43
H9
2
0.834507
1.511804
0.384575
11.000000
-1.200000
AFIX
0
C10
1
0.884683
1.455564
0.441087
11.000000
0.036490
0.033530
=
0.031380
0.002540
0.005790
0.009760
AFIX
43
H10
2
0.899889
1.532989
0.443900
11.000000
-1.200000
AFIX
0
C11
1
0.901092
1.350885
0.472825
11.000000
0.034520
0.031290
=
0.033210
-0.004580
0.001850
0.011210
C12
1
0.878208
1.235894
0.468739
11.000000
0.044080
0.036280
=
0.061750
-0.003540
-0.015210
0.014510
AFIX
43
H12
2
0.889014
1.166527
0.489821
11.000000
-1.200000
AFIX
0
C13
1
0.838929
1.224386
0.432940
11.000000
0.053230
0.041460
=
0.076280
-0.003780
-0.023090
0.005630
AFIX
43
H13
2
0.823124
1.147823
0.430254
11.000000
-1.200000
AFIX
0
C14
1
0.944113
1.360618
0.508094
11.000000
0.034030
0.019560
=
0.025320
0.002530
0.007270
0.006230
PART
1
C15
1
1.041286
0.911498
0.350720
21.000000
0.034600
0.020720
=
0.023450
0.001090
0.007020
-0.000060
AFIX
43
H15
2
1.014933
0.866695
0.362390
21.000000
-1.200000
AFIX
0
C16
1
1.092149
1.060040
0.339921
21.000000
0.062670
0.046130
=
0.044310
-0.012840
0.025760
-0.022760
AFIX
43
H16
2
1.107966
1.136301
0.343988
21.000000
-1.200000
AFIX
0
C17
1
1.104249
0.965679
0.302805
21.000000
0.054550
0.047330
=
0.046950
-0.018480
0.025260
-0.023620
AFIX
43
H17
2
1.129084
0.966115
0.276487
21.000000
-1.200000
AFIX
0
N9
3
1.053324
1.026084
0.370306
21.000000
0.041690
0.024200
=
0.027420
-0.001030
0.007790
-0.002460
N10
3
1.073374
0.870546
0.311226
21.000000
0.036770
0.027120
=
0.029390
-0.004820
0.008510
-0.009300
PART
2
N10A
3
1.058804
0.872212
0.301177
-21.000000
0.050440
0.025080
=
0.027780
-0.002800
0.014920
0.003020
N9A
3
1.036501
1.028325
0.358039
-21.000000
0.045650
0.024800
=
0.031120
-0.003030
0.017130
-0.004180
C17A
1
1.072234
0.981941
0.275210
-21.000000
0.064760
0.040750
=
0.044510
0.004290
0.023020
0.002410
AFIX
43
H17A
2
1.088393
0.989859
0.239971
-21.000000
-1.200000
AFIX
0
C16A
1
1.057742
1.077359
0.310113
-21.000000
0.066070
0.034590
=
0.047200
0.003780
0.028130
0.001520
AFIX
43
H16A
2
1.061722
1.163011
0.302438
-21.000000
-1.200000
AFIX
0
C15A
1
1.041277
0.902201
0.354701
-21.000000
0.041100
0.029280
=
0.028420
-0.004460
0.009430
0.000870
AFIX
43
H15A
2
1.033796
0.844946
0.384228
-21.000000
-1.200000
PART
0
AFIX
0
C18
1
1.068944
0.748807
0.280625
11.000000
0.038630
0.026500
=
0.027610
-0.003350
0.013240
-0.001190
C19
1
1.064218
0.738821
0.219777
11.000000
0.036520
0.036600
=
0.029160
0.004580
0.004810
0.006930
AFIX
43
H19
2
1.062258
0.811015
0.196611
11.000000
-1.200000
AFIX
0
C20
1
1.062489
0.620130
0.194387
11.000000
0.033710
0.048740
=
0.020330
-0.005010
-0.000440
0.007490
AFIX
43
H20
2
1.059787
0.611862
0.153865
11.000000
-1.200000
AFIX
0
C21
1
1.064792
0.514335
0.229456
11.000000
0.030510
0.033290
=
0.021260
-0.007680
-0.002040
0.011150
C22
1
1.070504
0.523216
0.289977
11.000000
0.033780
0.028650
=
0.021800
0.000080
-0.000340
0.005820
AFIX
43
H22
2
1.072893
0.451019
0.313078
11.000000
-1.200000
AFIX
0
C23
1
1.072538
0.642424
0.314904
11.000000
0.038590
0.035520
=
0.018910
-0.003560
0.006510
-0.002710
AFIX
43
H23
2
1.076379
0.650566
0.355286
11.000000
-1.200000
PART
1
AFIX
0
C24
1
1.094373
0.301711
0.210082
21.000000
0.050660
0.033640
=
0.027810
-0.002510
-0.004600
0.010920
AFIX
43
H24
2
1.118977
0.298566
0.236701
21.000000
-1.200000
AFIX
0
C25
1
1.080598
0.209079
0.172924
21.000000
0.059350
0.025110
=
0.029150
-0.005570
-0.005420
0.011160
AFIX
43
H25
2
1.094891
0.130486
0.169580
21.000000
-1.200000
AFIX
0
C26
1
1.032984
0.364454
0.159546
21.000000
0.032180
0.025320
=
0.025140
-0.002500
0.004620
0.000790
AFIX
43
H26
2
1.008191
0.413655
0.146389
21.000000
-1.200000
AFIX
0
N11
3
1.064711
0.400878
0.200477
21.000000
0.028580
0.023140
=
0.025200
-0.001040
-0.001370
0.002810
N12
3
1.042602
0.247438
0.140907
21.000000
0.039160
0.022940
=
0.021540
-0.001970
0.002120
-0.004600
PART
2
C24A
1
1.067884
0.262047
0.228076
-21.000000
0.042300
0.024420
=
0.033140
-0.006330
-0.009010
0.009280
AFIX
43
H24A
2
1.085633
0.248374
0.261686
-21.000000
-1.200000
AFIX
0
C25A
1
1.051420
0.172502
0.191247
-21.000000
0.048210
0.018400
=
0.035620
-0.011160
-0.007550
0.007160
AFIX
43
H25A
2
1.055334
0.085863
0.196044
-21.000000
-1.200000
AFIX
0
C26A
1
1.032939
0.354016
0.154144
-21.000000
0.031120
0.029510
=
0.021640
-0.007210
0.000360
0.001780
AFIX
43
H26A
2
1.023474
0.415923
0.127707
-21.000000
-1.200000
AFIX
0
N11A
3
1.053633
0.376468
0.206811
-21.000000
0.041330
0.018520
=
0.021080
-0.007790
-0.004230
0.004920
N12A
3
1.028193
0.228546
0.145979
-21.000000
0.033510
0.028460
=
0.024140
-0.011100
0.000100
0.006580
PART
0
N1
3
0.598811
1.133304
0.494401
11.000000
0.042300
0.030880
=
0.044510
-0.017950
-0.017370
0.017330
N2
3
0.557275
1.070812
0.495366
11.000000
0.047490
0.026640
=
0.039680
-0.013030
-0.019760
0.014810
N3
3
0.549827
1.020905
0.443033
11.000000
0.059380
0.018950
=
0.034280
-0.009080
-0.016060
0.006320
N4
3
0.585348
1.049263
0.406415
11.000000
0.062710
0.024090
=
0.040260
-0.007500
-0.008030
-0.001180
N5
3
0.953429
1.451870
0.546429
11.000000
0.032860
0.024860
=
0.023670
0.002590
0.007820
0.008690
N6
3
0.996297
1.421561
0.569106
11.000000
0.043380
0.028110
=
0.021860
0.004530
0.009030
0.008900
N7
3
1.011057
1.316529
0.545550
11.000000
0.033850
0.025110
=
0.027360
0.005950
0.001360
0.000920
N8
3
0.978892
1.276042
0.505945
11.000000
0.032820
0.023620
=
0.027000
0.000930
0.001360
0.009160
N13
3
0.188422
0.553671
0.360304
11.000000
0.054810
0.177350
=
0.102110
0.000010
0.002690
0.003320
O1
4
1.066634
1.299364
0.415655
11.000000
0.050270
0.025980
=
0.034310
0.006840
0.009910
0.011690
AFIX
3
H1B
2
1.088084
1.278624
0.439595
11.000000
-1.200000
H1C
2
1.055804
1.369344
0.427925
11.000000
-1.200000
AFIX
0
O2
4
0.786279
1.315881
0.361604
11.000000
0.045090
0.079610
=
0.057390
0.002660
-0.019670
0.005890
O3
4
0.182628
0.376154
0.306197
11.000000
0.073790
0.137470
=
0.131170
-0.001570
-0.005950
0.012010
Cd1
5
1.003710
1.143974
0.430998
11.000000
0.061050
0.019160
=
0.025760
0.005160
0.012360
0.007680
HKLF
4
END
####################################################################### 
# 
# 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_btzb
_database_code_depnum_ccdc_archive 'CCDC 1444763'
_audit_update_record             
;
2016-03-21 deposited with the CCDC.
2016-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H10 N8 O, H2 O'
_chemical_formula_sum            'C14 H12 N8 O2'
_chemical_formula_weight         324.32

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc '

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                   5.9576(7)
_cell_length_b                   16.0500(18)
_cell_length_c                   16.1222(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.028(2)
_cell_angle_gamma                90.00
_cell_volume                     1518.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1987
_cell_measurement_theta_min      1.12
_cell_measurement_theta_max      27.82

_exptl_crystal_description       sheet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94678
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;   
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7397
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_sigmaI/netI    0.0234
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2661
_reflns_number_gt                2255
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       
;       
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11) 
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XP and  Dimond 3.0'
_computing_publication_material  ?

_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)+(0.0465P)²+0.1283P] 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         2661
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_ref         0.0886
_refine_ls_wR_factor_gt          0.0855
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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
C1 C 0.5250(2) 0.00014(8) 0.18019(7) 0.0382(3) Uani 1 1 d . . .
C2 C 0.6184(2) 0.05387(7) 0.25095(7) 0.0343(3) Uani 1 1 d . . .
C3 C 0.4806(2) 0.11363(8) 0.27975(8) 0.0423(3) Uani 1 1 d . . .
H3 H 0.3306 0.1202 0.2527 0.051 Uiso 1 1 calc R . .
C4 C 0.5651(2) 0.16303(9) 0.34804(8) 0.0459(3) Uani 1 1 d . . .
H4 H 0.4722 0.2027 0.3670 0.055 Uiso 1 1 calc R . .
C5 C 0.7887(2) 0.15344(8) 0.38824(7) 0.0383(3) Uani 1 1 d . . .
C6 C 0.9299(2) 0.09599(8) 0.35916(8) 0.0378(3) Uani 1 1 d . . .
H6 H 1.0812 0.0908 0.3853 0.045 Uiso 1 1 calc R . .
C7 C 0.8440(2) 0.04650(8) 0.29088(8) 0.0371(3) Uani 1 1 d . . .
H7 H 0.9384 0.0077 0.2713 0.044 Uiso 1 1 calc R . .
C8 C 1.0739(2) 0.19934(8) 0.50317(8) 0.0406(3) Uani 1 1 d . . .
C9 C 1.1426(2) 0.12916(9) 0.55041(9) 0.0497(4) Uani 1 1 d . . .
H9 H 1.0480 0.0827 0.5472 0.060 Uiso 1 1 calc R . .
C10 C 1.3526(2) 0.12856(8) 0.60237(8) 0.0464(3) Uani 1 1 d . . .
H10 H 1.4009 0.0811 0.6335 0.056 Uiso 1 1 calc R . .
C11 C 1.4929(2) 0.19843(8) 0.60865(7) 0.0363(3) Uani 1 1 d . . .
C12 C 1.4201(2) 0.26793(8) 0.56080(8) 0.0428(3) Uani 1 1 d . . .
H12 H 1.5124 0.3150 0.5645 0.051 Uiso 1 1 calc R . .
C13 C 1.2116(2) 0.26822(9) 0.50759(8) 0.0432(3) Uani 1 1 d . . .
H13 H 1.1649 0.3149 0.4749 0.052 Uiso 1 1 calc R . .
C14 C 1.7121(2) 0.19732(7) 0.66652(8) 0.0365(3) Uani 1 1 d . . .
N1 N 0.62101(19) -0.06986(7) 0.15880(7) 0.0470(3) Uani 1 1 d . . .
H1 H 0.7600 -0.0977 0.1848 0.071 Uiso 1 1 d R . .
N2 N 0.4882(2) -0.10384(8) 0.09178(8) 0.0652(4) Uani 1 1 d . . .
N3 N 0.3156(2) -0.05474(9) 0.07291(8) 0.0679(4) Uani 1 1 d . . .
N4 N 0.3326(2) 0.01102(8) 0.12682(7) 0.0528(3) Uani 1 1 d . . .
N5 N 1.86557(17) 0.25909(7) 0.67639(7) 0.0399(3) Uani 1 1 d . . .
H5 H 1.8706 0.3096 0.6470 0.060 Uiso 1 1 d R . .
N6 N 2.04451(19) 0.23637(7) 0.73451(7) 0.0481(3) Uani 1 1 d . . .
N7 N 1.9973(2) 0.16261(7) 0.75913(7) 0.0508(3) Uani 1 1 d . . .
N8 N 1.79157(19) 0.13616(7) 0.71815(7) 0.0481(3) Uani 1 1 d . . .
O1 O 0.85711(15) 0.20613(6) 0.45504(6) 0.0527(3) Uani 1 1 d . . .
O2 O 0.90581(15) 0.09446(6) 0.09651(6) 0.0491(3) Uani 1 1 d . . .
H2A H 1.0447 0.0731 0.1097 0.074 Uiso 1 1 d R . .
H2B H 0.8495 0.0823 0.0450 0.074 Uiso 1 1 d 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
C1 N4 1.3198(15) . ?
C1 N1 1.3332(16) . ?
C1 C2 1.4606(16) . ?
C2 C7 1.3905(16) . ?
C2 C3 1.3933(17) . ?
C3 C4 1.3789(18) . ?
C3 H3 0.9300 . ?
C4 C5 1.3845(17) . ?
C4 H4 0.9300 . ?
C5 O1 1.3742(14) . ?
C5 C6 1.3840(17) . ?
C6 C7 1.3816(17) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.3711(19) . ?
C8 C9 1.381(2) . ?
C8 O1 1.3905(15) . ?
C9 C10 1.3793(18) . ?
C9 H9 0.9300 . ?
C10 C11 1.3917(18) . ?
C10 H10 0.9300 . ?
C11 C12 1.3825(18) . ?
C11 C14 1.4672(16) . ?
C12 C13 1.3810(17) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N8 1.3204(16) . ?
C14 N5 1.3390(16) . ?
N1 N2 1.3392(15) . ?
N1 H1 0.9699 . ?
N2 N3 1.2888(17) . ?
N3 N4 1.3597(16) . ?
N5 N6 1.3415(14) . ?
N5 H5 0.9420 . ?
N6 N7 1.2951(16) . ?
N7 N8 1.3552(15) . ?
O2 H2A 0.8870 . ?
O2 H2B 0.8620 . ?

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
N4 C1 N1 107.81(10) . . ?
N4 C1 C2 126.92(11) . . ?
N1 C1 C2 125.27(11) . . ?
C7 C2 C3 118.82(11) . . ?
C7 C2 C1 121.16(11) . . ?
C3 C2 C1 120.03(11) . . ?
C4 C3 C2 120.51(11) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 119.83(12) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
O1 C5 C6 124.09(11) . . ?
O1 C5 C4 115.37(11) . . ?
C6 C5 C4 120.50(11) . . ?
C7 C6 C5 119.35(11) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C2 120.95(11) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
C13 C8 C9 120.80(12) . . ?
C13 C8 O1 117.07(12) . . ?
C9 C8 O1 121.92(12) . . ?
C10 C9 C8 119.39(12) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C9 C10 C11 120.55(12) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 118.91(12) . . ?
C12 C11 C14 121.51(11) . . ?
C10 C11 C14 119.57(11) . . ?
C13 C12 C11 120.68(12) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C8 C13 C12 119.65(12) . . ?
C8 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
N8 C14 N5 108.26(11) . . ?
N8 C14 C11 126.26(11) . . ?
N5 C14 C11 125.48(11) . . ?
C1 N1 N2 109.39(10) . . ?
C1 N1 H1 130.5 . . ?
N2 N1 H1 120.1 . . ?
N3 N2 N1 106.05(11) . . ?
N2 N3 N4 110.88(11) . . ?
C1 N4 N3 105.87(10) . . ?
C14 N5 N6 108.95(11) . . ?
C14 N5 H5 131.2 . . ?
N6 N5 H5 119.6 . . ?
N7 N6 N5 105.90(10) . . ?
N6 N7 N8 111.30(10) . . ?
C14 N8 N7 105.59(11) . . ?
C5 O1 C8 120.61(10) . . ?
H2A O2 H2B 109.4 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.031

loop_
_iucr_refine_instruction_details

TITL
btzb
in
P2(1)/c
CELL
0.71073
5.9576
16.0500
16.1222
90.000
100.028
90.000
ZERR
4.00
0.0007
0.0018
0.0018
0.000
0.002
0.000
LATT
1
SYMM
-
X,
1/2
+
Y,
1/2
-
Z
SFAC
C
H
N
O
UNIT
56
48
32
8
MERG
2
OMIT
0.00
50.00
OMIT
-4
0
2
FMAP
2
PLAN
5
ACTA
BOND
$H
WGHT
0.04650
0.12390
L.S.
40
FVAR
0.55206
C1
1
0.524997
0.000144
0.180194
11.00000
0.03812
0.03719
=
0.03639
-0.00108
-0.00134
0.00412
C2
1
0.618361
0.053865
0.250953
11.00000
0.03464
0.03438
=
0.03245
0.00191
0.00200
-0.00061
C3
1
0.480644
0.113626
0.279749
11.00000
0.02999
0.04946
=
0.04459
-0.00582
-0.00158
0.00343
AFIX
43
H3
2
0.330585
0.120244
0.252700
11.00000
-1.20000
AFIX
0
C4
1
0.565118
0.163032
0.348041
11.00000
0.03428
0.05228
=
0.04982
-0.01303
0.00374
0.00642
AFIX
43
H4
2
0.472172
0.202697
0.367047
11.00000
-1.20000
AFIX
0
C5
1
0.788659
0.153438
0.388245
11.00000
0.03564
0.04140
=
0.03658
-0.00579
0.00315
-0.00424
C6
1
0.929915
0.095995
0.359163
11.00000
0.02886
0.04331
=
0.03906
-0.00138
0.00008
0.00054
AFIX
43
H6
2
1.081199
0.090762
0.385326
11.00000
-1.20000
AFIX
0
C7
1
0.843964
0.046503
0.290881
11.00000
0.03511
0.03669
=
0.03836
-0.00158
0.00343
0.00390
AFIX
43
H7
2
0.938351
0.007705
0.271341
11.00000
-1.20000
AFIX
0
C8
1
1.073935
0.199338
0.503171
11.00000
0.03413
0.05089
=
0.03575
-0.01228
0.00342
-0.00026
C9
1
1.142561
0.129164
0.550408
11.00000
0.05040
0.04621
=
0.05016
-0.00429
0.00227
-0.01634
AFIX
43
H9
2
1.048024
0.082742
0.547216
11.00000
-1.20000
AFIX
0
C10
1
1.352600
0.128558
0.602365
11.00000
0.05268
0.04030
=
0.04338
0.00450
0.00014
-0.00648
AFIX
43
H10
2
1.400879
0.081060
0.633455
11.00000
-1.20000
AFIX
0
C11
1
1.492880
0.198429
0.608655
11.00000
0.03643
0.03829
=
0.03389
-0.00108
0.00546
-0.00178
C12
1
1.420083
0.267931
0.560799
11.00000
0.03840
0.03860
=
0.04980
0.00298
0.00281
-0.00666
AFIX
43
H12
2
1.512433
0.314972
0.564476
11.00000
-1.20000
AFIX
0
C13
1
1.211624
0.268220
0.507589
11.00000
0.04043
0.04407
=
0.04328
0.00294
0.00200
0.00228
AFIX
43
H13
2
1.164887
0.314891
0.474925
11.00000
-1.20000
AFIX
0
C14
1
1.712147
0.197324
0.666518
11.00000
0.03719
0.03471
=
0.03696
-0.00171
0.00510
0.00154
N1
3
0.621006
-0.069864
0.158800
11.00000
0.04440
0.04372
=
0.04625
-0.01113
-0.01086
0.01001
AFIX
3
H1
2
0.760006
-0.097724
0.184810
11.00000
-1.50000
AFIX
0
N2
3
0.488170
-0.103835
0.091777
11.00000
0.06043
0.06240
=
0.06150
-0.02619
-0.02065
0.01675
N3
3
0.315647
-0.054737
0.072908
11.00000
0.06378
0.06755
=
0.05986
-0.02678
-0.02431
0.02063
N4
3
0.332557
0.011015
0.126818
11.00000
0.05010
0.05197
=
0.04772
-0.01345
-0.01550
0.01276
N5
3
1.865570
0.259092
0.676388
11.00000
0.03600
0.03709
=
0.04377
-0.00078
-0.00120
-0.00034
AFIX
3
H5
2
1.870610
0.309612
0.647028
11.00000
-1.50000
AFIX
0
N6
3
2.044509
0.236367
0.734505
11.00000
0.03899
0.04740
=
0.05328
-0.00365
-0.00506
0.00550
N7
3
1.997268
0.162606
0.759125
11.00000
0.04663
0.04599
=
0.05453
-0.00032
-0.00572
0.00666
N8
3
1.791571
0.136157
0.718150
11.00000
0.04672
0.04142
=
0.05184
0.00540
-0.00366
0.00215
O1
4
0.857107
0.206130
0.455042
11.00000
0.03723
0.06149
=
0.05491
-0.02574
-0.00441
0.00547
O2
4
0.905806
0.094461
0.096507
11.00000
0.04554
0.05436
=
0.04419
-0.00835
-0.00108
0.00887
AFIX
3
H2A
2
1.044725
0.073071
0.109667
11.00000
-1.50000
H2B
2
0.849486
0.082251
0.045017
11.00000
-1.50000
AFIX
0
HKLF
4
END

