# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'A Williams'
_publ_contact_author_email       ALAN.WILLIAMS@UNIGE.CH

_publ_section_title              
;
Molecular bricklaying II. Anion and chain length
effects in bisbenzimidazolonium salts.
;
loop_
_publ_author_name
'A Williams'
'Gerald Bernardinelli'
'Xavier Melich'
'Simon Verdan'

# Attachment 'bzimchain.cif'

data_verd
_database_code_depnum_ccdc_archive 'CCDC 710430'

_chemical_formula_moiety         'C16 H16 N4, 4(H2 O), 2(Br)'
_chemical_formula_sum            'C16 H24 Br2 N4 O4'
_chemical_formula_weight         496.3
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-p 1'

loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,-y,-z
_cell_length_a                   7.1436(6)
_cell_length_b                   9.8322(7)
_cell_length_c                   15.3213(13)
_cell_angle_alpha                91.708(10)
_cell_angle_beta                 100.589(10)
_cell_angle_gamma                111.088(9)
_cell_volume                     981.55(16)
_cell_formula_units_Z            2
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      4.2
_cell_measurement_theta_max      28.
_cell_measurement_temperature    200
_exptl_crystal_F_000             500
_exptl_absorpt_coefficient_mu    4.16
_exptl_crystal_description       prism
_exptl_crystal_size_max          .27
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .17
_exptl_crystal_colour            colorless

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .411
_exptl_absorpt_correction_T_max  .5482
_diffrn_reflns_number            12024
_reflns_number_total             4411
_reflns_number_gt                3019
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         28.
_diffrn_reflns_theta_full        28.
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .042
_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       -20
_diffrn_reflns_limit_l_max       20
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .042
_refine_ls_wR_factor_ref         .041
_refine_ls_goodness_of_fit_ref   1.70(2)
_refine_ls_number_reflns         3019
_refine_ls_number_parameters     307
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.00015(Fo²)]
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          .004
_refine_diff_density_max         .755
_refine_diff_density_min         -1.184
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details none

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    'Multan 87'
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_BONDLA_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
Br Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 -.374 2.456

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
N1 .6224(6) .4974(4) .3850(3) .0183(13) 1.00000 Uani
N2 .6067(6) .2902(4) .4349(3) .0214(14) 1.00000 Uani
N3 .4443(6) .1913(4) .0639(3) .0206(13) 1.00000 Uani
N4 .2953(6) -.0112(4) .1190(3) .0211(14) 1.00000 Uani
C1 .5515(6) .3530(4) .3642(3) .0193(15) 1.00000 Uani
C2 .7279(6) .5307(4) .4726(3) .0164(14) 1.00000 Uani
C3 .8322(7) .6639(4) .5266(3) .0212(16) 1.00000 Uani
C4 .9222(7) .6570(4) .6134(3) .0234(16) 1.00000 Uani
C5 .9096(7) .5217(5) .6464(3) .0241(17) 1.00000 Uani
C6 .8081(7) .3911(5) .5928(3) .0225(16) 1.00000 Uani
C7 .7195(6) .3981(4) .5063(3) .0174(14) 1.00000 Uani
C8 .4303(8) .2747(5) .2760(3) .0251(19) 1.00000 Uani
C9 .5434(8) .2000(5) .2295(3) .0256(17) 1.00000 Uani
C10 .4282(7) .1271(4) .1389(3) .0209(16) 1.00000 Uani
C11 .3203(6) .0909(4) -.0084(3) .0183(15) 1.00000 Uani
C12 .2861(7) .1002(5) -.0998(3) .0241(17) 1.00000 Uani
C13 .1565(7) -.0247(5) -.1533(3) .0271(18) 1.00000 Uani
C14 .0627(7) -.1565(5) -.1168(3) .0248(17) 1.00000 Uani
C15 .0933(7) -.1659(5) -.0270(3) .0235(17) 1.00000 Uani
C16 .2260(6) -.0386(4) .0278(3) .0176(15) 1.00000 Uani
Br1 .65446(8) -.03114(5) .41215(4) .0349(3) 1.00000 Uani
Br2 .77628(8) .52330(5) .09812(4) .0398(3) 1.00000 Uani
O1w .1337(6) .8025(3) .2351(3) .0323(13) 1.00000 Uani
O2w .5648(6) .6871(3) .2696(3) .0329(13) 1.00000 Uani
O3w .0998(6) -.0266(4) .3726(3) .0393(15) 1.00000 Uani
O4w .2577(7) .5283(5) .1272(3) .0513(18) 1.00000 Uani
H01 .607(9) .548(6) .355(4) .03500 1.00000 Uiso
H3 .829(8) .751(6) .499(4) .03500 1.00000 Uiso
H4 1.001(8) .754(6) .651(4) .03500 1.00000 Uiso
H5 .977(8) .519(6) .707(4) .03500 1.00000 Uiso
H6 .802(8) .313(6) .611(4) .03500 1.00000 Uiso
H02 .592(8) .208(6) .436(4) .03500 1.00000 Uiso
H81 .335(9) .223(6) .280(4) .03500 1.00000 Uiso
H82 .400(10) .322(6) .251(4) .03500 1.00000 Uiso
H91 .660(9) .260(6) .220(4) .03500 1.00000 Uiso
H92 .563(9) .130(6) .257(4) .03500 1.00000 Uiso
H03 .521(9) .282(6) .062(4) .03500 1.00000 Uiso
H12 .345(9) .168(6) -.117(4) .03500 1.00000 Uiso
H13 .137(8) -.028(6) -.211(4) .03500 1.00000 Uiso
H14 -.013(9) -.225(6) -.149(4) .03500 1.00000 Uiso
H15 .035(9) -.238(6) -.006(4) .03500 1.00000 Uiso
H04 .264(9) -.065(6) .151(4) .03500 1.00000 Uiso
H11w .012(5) .733(5) .205(3) .03500 1.00000 Uiso
H12w .111(6) .850(5) .283(3) .03500 1.00000 Uiso
H21w .458(5) .652(5) .219(3) .03500 1.00000 Uiso
H22w .690(5) .702(6) .254(3) .03500 1.00000 Uiso
H31w .179(6) -.036(5) .428(3) .03500 1.00000 Uiso
H32w -.030(6) -.027(6) .383(3) .03500 1.00000 Uiso
H41w .122(5) .525(6) .119(3) .03500 1.00000 Uiso
H42w .292(6) .522(5) .071(3) .03500 1.00000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C1 . . 1.331(5)
N1 C2 . . 1.379(5)
N1 H01 . . .71(6)
N2 C1 . . 1.329(6)
N2 C7 . . 1.402(5)
N2 H02 . . .78(6)
N3 C10 . . 1.331(6)
N3 C11 . . 1.390(5)
N3 H03 . . .87(5)
N4 C10 . . 1.336(5)
N4 C16 . . 1.377(5)
N4 H04 . . .73(6)
C1 C8 . . 1.483(6)
C2 C3 . . 1.400(5)
C2 C7 . . 1.402(6)
C3 C4 . . 1.382(6)
C3 H3 . . .97(6)
C4 C5 . . 1.416(6)
C4 H4 . . 1.01(5)
C5 C6 . . 1.377(6)
C5 H5 . . .97(6)
C6 C7 . . 1.375(6)
C6 H6 . . .81(6)
C8 C9 . . 1.519(9)
C8 H81 . . .70(6)
C8 H82 . . .68(7)
C9 C10 . . 1.487(6)
C9 H91 . . .87(6)
C9 H92 . . .86(6)
C11 C12 . . 1.389(6)
C11 C16 . . 1.394(5)
C12 C13 . . 1.371(6)
C12 H12 . . .74(6)
C13 C14 . . 1.412(6)
C13 H13 . . .87(6)
C14 C15 . . 1.365(7)
C14 H14 . . .78(5)
C15 C16 . . 1.401(5)
C15 H15 . . .80(6)
O1w H11w . . .92(3)
O1w H12w . . .93(5)
O2w H21w . . .94(3)
O2w H22w . . .93(4)
O3w H31w . . .96(4)
O3w H32w . . .96(5)
O4w H41w . . .94(4)
O4w H42w . . .95(4)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C1 N1 C2 . . . 109.1(4)
C1 N1 H01 . . . 124(4)
C2 N1 H01 . . . 127(4)
C1 N2 C7 . . . 109.5(4)
C1 N2 H02 . . . 126(4)
C7 N2 H02 . . . 124(4)
C10 N3 C11 . . . 109.3(3)
C10 N3 H03 . . . 124(4)
C11 N3 H03 . . . 127(4)
C10 N4 C16 . . . 109.0(4)
C10 N4 H04 . . . 127(4)
C16 N4 H04 . . . 124(4)
N1 C1 N2 . . . 109.3(4)
N1 C1 C8 . . . 125.2(4)
N2 C1 C8 . . . 125.5(4)
N1 C2 C3 . . . 132.3(4)
N1 C2 C7 . . . 107.2(3)
C3 C2 C7 . . . 120.5(4)
C2 C3 C4 . . . 117.0(4)
C2 C3 H3 . . . 116(3)
C4 C3 H3 . . . 127(3)
C3 C4 C5 . . . 121.6(4)
C3 C4 H4 . . . 116(4)
C5 C4 H4 . . . 122(4)
C4 C5 C6 . . . 121.3(4)
C4 C5 H5 . . . 120(3)
C6 C5 H5 . . . 118(3)
C5 C6 C7 . . . 117.1(4)
C5 C6 H6 . . . 122(4)
C7 C6 H6 . . . 121(4)
N2 C7 C2 . . . 104.9(4)
N2 C7 C6 . . . 132.5(4)
C2 C7 C6 . . . 122.6(4)
C1 C8 C9 . . . 112.6(5)
C1 C8 H81 . . . 111(5)
C1 C8 H82 . . . 109(5)
C9 C8 H81 . . . 109(6)
C9 C8 H82 . . . 113(6)
H81 C8 H82 . . . 101(8)
C8 C9 C10 . . . 113.3(5)
C8 C9 H91 . . . 113(5)
C8 C9 H92 . . . 112(5)
C10 C9 H91 . . . 104(4)
C10 C9 H92 . . . 104(4)
H91 C9 H92 . . . 109(6)
N3 C10 N4 . . . 109.1(4)
N3 C10 C9 . . . 124.5(4)
N4 C10 C9 . . . 126.5(4)
N3 C11 C12 . . . 132.5(4)
N3 C11 C16 . . . 105.6(4)
C12 C11 C16 . . . 121.9(3)
C11 C12 C13 . . . 116.8(4)
C11 C12 H12 . . . 119(4)
C13 C12 H12 . . . 124(4)
C12 C13 C14 . . . 121.4(5)
C12 C13 H13 . . . 121(3)
C14 C13 H13 . . . 117(3)
C13 C14 C15 . . . 122.0(4)
C13 C14 H14 . . . 119(5)
C15 C14 H14 . . . 119(5)
C14 C15 C16 . . . 116.7(4)
C14 C15 H15 . . . 123(4)
C16 C15 H15 . . . 120(4)
N4 C16 C11 . . . 107.0(3)
N4 C16 C15 . . . 131.8(4)
C11 C16 C15 . . . 121.1(4)
H11w O1w H12w . . . 110(4)
H21w O2w H22w . . . 110(4)
H31w O3w H32w . . . 109(4)
H41w O4w H42w . . . 109(4)

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C2 N1 C1 N2 . . . . -.1(6)
C2 N1 C1 C8 . . . . -179.9(5)
H01 N1 C1 N2 . . . . -180(7)
H01 N1 C1 C8 . . . . 0(7)
C1 N1 C2 C3 . . . . 179.5(5)
C1 N1 C2 C7 . . . . -.0(5)
H01 N1 C2 C3 . . . . 0(7)
H01 N1 C2 C7 . . . . 180(7)
C7 N2 C1 N1 . . . . .2(6)
C7 N2 C1 C8 . . . . -179.9(5)
H02 N2 C1 N1 . . . . -173(6)
H02 N2 C1 C8 . . . . 7(6)
C1 N2 C7 C2 . . . . -.2(5)
C1 N2 C7 C6 . . . . 179.2(5)
H02 N2 C7 C2 . . . . 173(6)
H02 N2 C7 C6 . . . . -8(6)
C11 N3 C10 N4 . . . . -1.2(6)
C11 N3 C10 C9 . . . . 178.3(5)
H03 N3 C10 N4 . . . . 178(6)
H03 N3 C10 C9 . . . . -2(6)
C10 N3 C11 C12 . . . . -177.9(6)
C10 N3 C11 C16 . . . . .6(6)
H03 N3 C11 C12 . . . . 2(6)
H03 N3 C11 C16 . . . . -179(6)
C16 N4 C10 N3 . . . . 1.3(6)
C16 N4 C10 C9 . . . . -178.2(5)
H04 N4 C10 N3 . . . . -180(7)
H04 N4 C10 C9 . . . . 0(7)
C10 N4 C16 C11 . . . . -.9(6)
C10 N4 C16 C15 . . . . 177.1(6)
H04 N4 C16 C11 . . . . 180(4)
H04 N4 C16 C15 . . . . -2(7)
N1 C1 C8 C9 . . . . 114.6(6)
N1 C1 C8 H81 . . . . -122(7)
N1 C1 C8 H82 . . . . -12(6)
N2 C1 C8 C9 . . . . -65.2(6)
N2 C1 C8 H81 . . . . 58(7)
N2 C1 C8 H82 . . . . 169(6)
N1 C2 C3 C4 . . . . 179.8(5)
N1 C2 C3 H3 . . . . 2(4)
C7 C2 C3 C4 . . . . -.7(7)
C7 C2 C3 H3 . . . . -179(4)
N1 C2 C7 N2 . . . . .2(5)
N1 C2 C7 C6 . . . . -179.3(5)
C3 C2 C7 N2 . . . . -179.5(4)
C3 C2 C7 C6 . . . . 1.1(7)
C2 C3 C4 C5 . . . . -.1(7)
C2 C3 C4 H4 . . . . 178(4)
H3 C3 C4 C5 . . . . 178(5)
H3 C3 C4 H4 . . . . -5(6)
C3 C4 C5 C6 . . . . .5(8)
C3 C4 C5 H5 . . . . 179(5)
H4 C4 C5 C6 . . . . -177(5)
H4 C4 C5 H5 . . . . 1(6)
C4 C5 C6 C7 . . . . -.2(8)
C4 C5 C6 H6 . . . . 179(6)
H5 C5 C6 C7 . . . . -178(5)
H5 C5 C6 H6 . . . . 0(7)
C5 C6 C7 N2 . . . . -179.9(5)
C5 C6 C7 C2 . . . . -.6(7)
H6 C6 C7 N2 . . . . 1(6)
H6 C6 C7 C2 . . . . -179(5)
C1 C8 C9 C10 . . . . -177.2(4)
C1 C8 C9 H91 . . . . -59(4)
C1 C8 C9 H92 . . . . 66(4)
H81 C8 C9 C10 . . . . 59(6)
H81 C8 C9 H91 . . . . 177(7)
H81 C8 C9 H92 . . . . -58(7)
H82 C8 C9 C10 . . . . -53(5)
H82 C8 C9 H91 . . . . 65(6)
H82 C8 C9 H92 . . . . -170(6)
C8 C9 C10 N3 . . . . 90.6(6)
C8 C9 C10 N4 . . . . -90.1(6)
H91 C9 C10 N3 . . . . -33(5)
H91 C9 C10 N4 . . . . 146(5)
H92 C9 C10 N3 . . . . -147(5)
H92 C9 C10 N4 . . . . 32(5)
N3 C11 C12 C13 . . . . 177.6(6)
N3 C11 C12 H12 . . . . 3(7)
C16 C11 C12 C13 . . . . -.6(8)
C16 C11 C12 H12 . . . . -175(7)
N3 C11 C16 N4 . . . . .2(5)
N3 C11 C16 C15 . . . . -178.1(5)
C12 C11 C16 N4 . . . . 178.9(5)
C12 C11 C16 C15 . . . . .6(8)
C11 C12 C13 C14 . . . . -.1(8)
C11 C12 C13 H13 . . . . -175(5)
H12 C12 C13 C14 . . . . 174(7)
H12 C12 C13 H13 . . . . -1(8)
C12 C13 C14 C15 . . . . 1.1(9)
C12 C13 C14 H14 . . . . 178(6)
H13 C13 C14 C15 . . . . 176(5)
H13 C13 C14 H14 . . . . -7(8)
C13 C14 C15 C16 . . . . -1.1(8)
C13 C14 C15 H15 . . . . 176(6)
H14 C14 C15 C16 . . . . -178(6)
H14 C14 C15 H15 . . . . -2(8)
C14 C15 C16 N4 . . . . -177.5(5)
C14 C15 C16 C11 . . . . .3(8)
H15 C15 C16 N4 . . . . 6(6)
H15 C15 C16 C11 . . . . -176(6)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

N1 H01 O2w . . . 0.71(6) 1.98(6) 2.694(6) 179(7)
N2 H02 Br1 . . . 0.78(6) 2.57(6) 3.312(4) 159(6)
N3 H03 Br2 . . . 0.87(5) 2.39(4) 3.228(3) 164(5)
N4 H04 O1w . . 1_545 0.73(6) 1.98(6) 2.698(5) 168(7)
O1w H11w Br2 . . 1_455 0.92(3) 2.46(3) 3.332(2) 159(4)
O1w H12w O3w . . 1_565 0.93(4) 1.83(4) 2.755(5) 170(3)
O2w H21w O4w . . . 0.94(3) 1.84(3) 2.753(4) 162(5)
O3w H31w Br1 . . 2_656 0.96(4) 2.48(3) 3.365(3) 155(4)
O3w H32w Br1 . . 1_455 0.96(4) 2.37(4) 3.331(4) 178(4)
O4w H41w Br2 . . 1_455 0.94(4) 2.43(4) 3.368(5) 179(4)
O4w H42w Br2 . . 2_665 0.95(4) 2.54(3) 3.426(4) 156(3)

#=END==================================================================

data_IMON
_database_code_depnum_ccdc_archive 'CCDC 710431'

_chemical_formula_moiety         'C16 H16 N4, 4(C2 H6 O), 2(I)'
_chemical_formula_sum            'C24 H40 I2 N4 O4'
_chemical_formula_weight         702.4

_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,1/2+y,1/2-z
-x,-y,-z
+x,1/2-y,1/2+z
_cell_length_a                   11.6585(6)
_cell_length_b                   18.4728(14)
_cell_length_c                   7.1778(4)
_cell_angle_alpha                90.00000
_cell_angle_beta                 99.243(6)
_cell_angle_gamma                90.00000
_cell_volume                     1525.78(17)
_cell_formula_units_Z            2
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      4.3
_cell_measurement_theta_max      27.7
_cell_measurement_temperature    200
_exptl_crystal_F_000             700
_exptl_absorpt_coefficient_mu    2.09
_exptl_crystal_description       plate
_exptl_crystal_size_max          .26
_exptl_crystal_size_mid          .19
_exptl_crystal_size_min          .07
_exptl_crystal_colour            colorless

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .6506
_exptl_absorpt_correction_T_max  .8604
_diffrn_reflns_number            20118
_reflns_number_total             3508
_reflns_number_gt                1903
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         27.7
_diffrn_reflns_theta_full        27.7
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .061
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .03
_refine_ls_wR_factor_ref         .03
_refine_ls_goodness_of_fit_ref   1.32(2)
_refine_ls_number_reflns         2042
_refine_ls_number_parameters     183
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0001(Fo²)]
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          .007
_refine_diff_density_max         1.065
_refine_diff_density_min         -.778
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .00000
_refine_ls_abs_structure_details none
_refine_ls_abs_structure_Flack   0

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    SIR97
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
I Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 -.726 1.812

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
I .76732(3) .460797(16) -.17502(5) .04890(16) 1.00000 Uani
N1 .9441(4) .33891(18) .4193(5) .0356(17) 1.00000 Uani
N2 1.1094(3) .37573(18) .5700(5) .0352(17) 1.00000 Uani
C1 1.0070(4) .2770(3) .4754(6) .036(3) 1.00000 Uani
C2 .9799(5) .2031(3) .4492(6) .043(3) 1.00000 Uani
C3 1.0658(5) .1557(3) .5254(6) .046(3) 1.00000 Uani
C4 1.1736(5) .1786(3) .6218(6) .046(3) 1.00000 Uani
C5 1.1996(5) .2514(3) .6506(6) .044(3) 1.00000 Uani
C6 1.1126(4) .2998(2) .5720(6) .0338(19) 1.00000 Uani
C7 1.0071(4) .3965(3) .4764(6) .034(3) 1.00000 Uani
C8 .9696(4) .4726(3) .4321(7) .039(3) 1.00000 Uani
O1a .7110(3) .5552(3) .2202(5) .066(3) 1.00000 Uani
C1a .6006(6) .5475(5) .2587(11) .103(5) 1.00000 Uani
C2a .5715(5) .5910(4) .4083(9) .069(4) 1.00000 Uani
O1b .7375(4) .3422(3) .1881(6) .083(3) 1.00000 Uani
C1b .6347(9) .3471(8) .2604(16) .118(9) .65000 Uani
C2b .5399(11) .3129(7) .1503(18) .176(5) 1.00000 Uiso
C1b' .6599(18) .2883(9) .133(4) .121(8) .35000 Uiso
H01 .879(5) .343(3) .364(7) .05000 1.00000 Uiso
H02 1.161(3) .401(3) .628(6) .05000 1.00000 Uiso
H2 .908(5) .181(3) .387(7) .05000 1.00000 Uiso
H3 1.054(4) .112(3) .511(7) .05000 1.00000 Uiso
H4 1.225(4) .142(3) .672(7) .05000 1.00000 Uiso
H5 1.284(5) .264(3) .723(7) .05000 1.00000 Uiso
H81 .986(4) .484(3) .309(7) .05000 1.00000 Uiso
H82 .893(5) .478(3) .423(7) .05000 1.00000 Uiso
H01a .726(4) .534(3) .103(4) .05000 1.00000 Uiso
H11a .54636 .55319 .14948 .05000 1.00000 Uiso
H12a .59521 .49596 .29899 .05000 1.00000 Uiso
H21a .62603 .58376 .52268 .05000 1.00000 Uiso
H22a .57104 .64093 .36756 .05000 1.00000 Uiso
H23a .49355 .57833 .43004 .05000 1.00000 Uiso
H01b .740(3) .3802(17) .094(5) .05000 1.00000 Uiso
H11b .64883 .33042 .38953 .05000 .65000 Uiso
H12b .61632 .40094 .26250 .05000 .65000 Uiso
H21b .52429 .32845 .01776 .05000 .65000 Uiso
H22b .55681 .25793 .14478 .05000 .65000 Uiso
H23b .46432 .31441 .19874 .05000 .65000 Uiso
H11b' .66902 .26832 .01244 .05000 .35000 Uiso
H12b' .68371 .24535 .22995 .05000 .35000 Uiso
H21b' .53070 .32609 .27455 .05000 .35000 Uiso
H22b' .51601 .34905 .05704 .05000 .35000 Uiso
H23b' .48334 .26876 .11344 .05000 .35000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C1 . . 1.383(5)
N1 C7 . . 1.321(5)
N1 H01 . . .80(5)
N2 C6 . . 1.403(5)
N2 C7 . . 1.328(5)
N2 H02 . . .82(4)
C1 C2 . . 1.408(6)
C1 C6 . . 1.379(6)
C2 C3 . . 1.376(7)
C2 H2 . . .98(5)
C3 C4 . . 1.399(7)
C3 H3 . . .82(5)
C4 C5 . . 1.386(6)
C4 H4 . . .94(5)
C5 C6 . . 1.401(6)
C5 H5 . . 1.06(5)
C7 C8 . . 1.491(6)
C8 H81 . . .95(6)
C8 H82 . . .89(6)
C8 C8 . 3_766 1.502(6)
O1a C1a . . 1.367(8)
O1a H01a . . .97(4)
C1a C2a . . 1.425(10)
O1b C1b . . 1.384(12)
O1b H01b . . .98(4)
C1b C2b . . 1.401(16)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C1 N1 C7 . . . 109.5(4)
C1 N1 H01 . . . 130(4)
C7 N1 H01 . . . 120(4)
C6 N2 C7 . . . 108.4(4)
C6 N2 H02 . . . 123(3)
C7 N2 H02 . . . 129(3)
N1 C1 C2 . . . 131.8(4)
N1 C1 C6 . . . 106.5(4)
C2 C1 C6 . . . 121.7(4)
C1 C2 C3 . . . 115.5(4)
C1 C2 H2 . . . 129(3)
C3 C2 H2 . . . 115(3)
C2 C3 C4 . . . 122.9(4)
C2 C3 H3 . . . 118(4)
C4 C3 H3 . . . 119(4)
C3 C4 C5 . . . 121.6(5)
C3 C4 H4 . . . 116(3)
C5 C4 H4 . . . 122(3)
C4 C5 C6 . . . 115.6(4)
C4 C5 H5 . . . 117(3)
C6 C5 H5 . . . 127(3)
N2 C6 C1 . . . 106.2(4)
N2 C6 C5 . . . 131.2(4)
C1 C6 C5 . . . 122.6(4)
N1 C7 N2 . . . 109.5(4)
N1 C7 C8 . . . 124.4(4)
N2 C7 C8 . . . 126.1(4)
C7 C8 H81 . . . 108(3)
C7 C8 H82 . . . 112(3)
C7 C8 C8 . . 3_766 113.9(4)
H81 C8 H82 . . . 105(4)
H81 C8 C8 . . 3_766 108(3)
H82 C8 C8 . . 3_766 110(3)
C1a O1a H01a . . . 116(3)
O1a C1a C2a . . . 116.0(6)
C1b O1b H01b . . . 109.5(18)
O1b C1b C2b . . . 114.3(11)

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C7 N1 C1 C2 . . . . -179.5(5)
C7 N1 C1 C6 . . . . .4(5)
H01 N1 C1 C2 . . . . 3(5)
H01 N1 C1 C6 . . . . -177(5)
C1 N1 C7 N2 . . . . -.5(5)
C1 N1 C7 C8 . . . . 176.5(4)
H01 N1 C7 N2 . . . . 177(5)
H01 N1 C7 C8 . . . . -6(5)
C7 N2 C6 C1 . . . . -.2(5)
C7 N2 C6 C5 . . . . 179.8(5)
H02 N2 C6 C1 . . . . 174(4)
H02 N2 C6 C5 . . . . -6(4)
C6 N2 C7 N1 . . . . .4(5)
C6 N2 C7 C8 . . . . -176.5(4)
H02 N2 C7 N1 . . . . -173(4)
H02 N2 C7 C8 . . . . 10(4)
N1 C1 C2 C3 . . . . 179.6(5)
N1 C1 C2 H2 . . . . -2(4)
C6 C1 C2 C3 . . . . -.3(7)
C6 C1 C2 H2 . . . . 178(4)
N1 C1 C6 N2 . . . . -.1(5)
N1 C1 C6 C5 . . . . 179.9(4)
C2 C1 C6 N2 . . . . 179.8(4)
C2 C1 C6 C5 . . . . -.2(7)
C1 C2 C3 C4 . . . . -.4(7)
C1 C2 C3 H3 . . . . -179(4)
H2 C2 C3 C4 . . . . -179(4)
H2 C2 C3 H3 . . . . 3(5)
C2 C3 C4 C5 . . . . 1.5(8)
C2 C3 C4 H4 . . . . 178(4)
H3 C3 C4 C5 . . . . 180(4)
H3 C3 C4 H4 . . . . -4(5)
C3 C4 C5 C6 . . . . -1.9(7)
C3 C4 C5 H5 . . . . -179(4)
H4 C4 C5 C6 . . . . -178(4)
H4 C4 C5 H5 . . . . 5(5)
C4 C5 C6 N2 . . . . -178.7(5)
C4 C5 C6 C1 . . . . 1.3(7)
H5 C5 C6 N2 . . . . -2(4)
H5 C5 C6 C1 . . . . 178(4)
N1 C7 C8 H81 . . . . -83(3)
N1 C7 C8 H82 . . . . 32(4)
N1 C7 C8 C8 . . . 3_766 157.4(5)
N2 C7 C8 H81 . . . . 94(3)
N2 C7 C8 H82 . . . . -152(4)
N2 C7 C8 C8 . . . 3_766 -26.1(7)
H01a O1a C1a C2a . . . . -167(3)
H01b O1b C1b C2b . . . . 84(3)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

O1a H01a I . . . 0.97(3) 2.52(3) 3.481(4) 171(3)
O1b H01b I . . . 0.98(3) 2.50(3) 3.465(4) 169(3)
N1 H01 O1b . . . 0.80(5) 1.91(5) 2.697(5) 167(5)
N2 H02 O1a . . 3_766 0.82(4) 1.88(3) 2.696(5) 172(4)

# Attachment 'ccdc710432.cif'

data_STAG
_database_code_depnum_ccdc_archive 'CCDC 710432'
#
# 2 SO4.5H2O (new)
#
#------- (C16H16N4)2+ (SO4)2- (H2O)5 ---------------------------------------

_audit_creation_date             2004-02-24
_audit_creation_method           from_xtal_archive_file_using_CIFIO
_audit_update_record             2009-01-16
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.0.1
#--------------------------------------------------------------------

_chemical_formula_moiety         'C16 H16 N4, O4 S, 5(H2 O)'
_chemical_formula_sum            'C16 H26 N4 O9 S'
_chemical_formula_weight         450.5

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,-y,-z
_cell_length_a                   7.2622(5)
_cell_length_b                   8.5933(6)
_cell_length_c                   17.3746(13)
_cell_angle_alpha                91.974(9)
_cell_angle_beta                 98.439(9)
_cell_angle_gamma                106.408(8)
_cell_volume                     1025.57(14)
_cell_formula_units_Z            2
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    7459
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      27.7
_cell_measurement_temperature    200
_exptl_crystal_F_000             476
_exptl_absorpt_coefficient_mu    .215
_exptl_crystal_description       prism
_exptl_crystal_size_max          .21
_exptl_crystal_size_mid          .174
_exptl_crystal_size_min          .065
_exptl_crystal_colour            colorless

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .9496
_exptl_absorpt_correction_T_max  .9861
_diffrn_reflns_number            13589
_reflns_number_total             4598
_reflns_number_gt                2418
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         27.7
_diffrn_reflns_theta_full        27.7
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .053
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .038
_refine_ls_wR_factor_ref         .038
_refine_ls_goodness_of_fit_ref   1.33(2)
_refine_ls_number_reflns         2529
_refine_ls_number_parameters     313
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0003(Fo²)]
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          .007
_refine_diff_density_max         .681
_refine_diff_density_min         -.788
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .00000
_refine_ls_abs_structure_details none

_refine_special_details          
;
Hydrogen treatment:

H of N-H : refined (fixed Uiso)
H of H2O : refined (fixed Uiso) with restraints on bond lengths
and bond angles
;

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    SIR97
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
S Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .11 .124

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
N1a .1313(4) .3104(3) .04682(13) .0218(10) 1.00000 Uani
N2a .1808(4) .3208(3) -.07398(13) .0219(10) 1.00000 Uani
C1a .2211(4) .4739(4) .03743(14) .0202(11) 1.00000 Uani
C2a .2799(5) .6114(4) .08928(15) .0272(12) 1.00000 Uani
C3a .3695(5) .7564(4) .05936(16) .0307(13) 1.00000 Uani
C4a .4007(4) .7622(4) -.01795(17) .0304(13) 1.00000 Uani
C5a .3431(4) .6253(4) -.06972(15) .0260(12) 1.00000 Uani
C6a .2520(4) .4794(3) -.04009(14) .0200(11) 1.00000 Uani
C7a .1122(4) .2228(4) -.02025(15) .0221(12) 1.00000 Uani
C8a .0250(4) .0433(4) -.03610(15) .0277(12) 1.00000 Uani
N1b .4294(4) .1861(3) .57234(13) .0233(10) 1.00000 Uani
N2b .3310(4) .1743(3) .44696(13) .0216(10) 1.00000 Uani
C1b .3046(4) .0297(4) .55129(15) .0216(11) 1.00000 Uani
C2b .2423(4) -.1017(4) .59553(15) .0258(12) 1.00000 Uani
C3b .1144(4) -.2412(4) .55527(16) .0275(12) 1.00000 Uani
C4b .0518(4) -.2499(4) .47447(17) .0268(12) 1.00000 Uani
C5b .1125(4) -.1185(4) .43082(15) .0237(12) 1.00000 Uani
C6b .2418(4) .0224(4) .47128(15) .0205(11) 1.00000 Uani
C7b .4424(4) .2692(4) .50899(15) .0219(12) 1.00000 Uani
C8b .5626(4) .4418(4) .50677(16) .0270(12) 1.00000 Uani
S1 .23987(10) .17020(9) .23297(4) .0237(3) 1.00000 Uani
O1 .3356(4) .2811(3) .30242(11) .0416(10) 1.00000 Uani
O2 .1712(3) .0035(3) .25670(12) .0349(9) 1.00000 Uani
O3 .0726(3) .2213(3) .19407(10) .0273(9) 1.00000 Uani
O4 .3745(3) .1765(3) .17738(12) .0432(11) 1.00000 Uani
O1w -.1982(3) -.2085(3) .22074(11) .0307(9) 1.00000 Uani
O2w .3592(3) -.2439(3) .28302(12) .0343(9) 1.00000 Uani
O3w .6808(4) .0563(3) .19968(15) .0451(11) 1.00000 Uani
O4w .6960(4) .5216(3) .31475(14) .0472(11) 1.00000 Uani
O5w .0544(5) .5018(4) .2897(3) .107(2) 1.00000 Uani
H01a .103(5) .268(4) .0919(18) .04000 1.00000 Uiso
H02a .181(5) .281(4) -.1244(19) .04000 1.00000 Uiso
H2a .25953 .60665 .14370 .04000 1.00000 Uiso
H3a .41129 .85718 .09333 .04000 1.00000 Uiso
H4a .46632 .86686 -.03598 .04000 1.00000 Uiso
H5a .36527 .62982 -.12385 .04000 1.00000 Uiso
H81a -.09382 .02251 -.07453 .04000 1.00000 Uiso
H82a .11888 -.00111 -.05776 .04000 1.00000 Uiso
H01b .493(5) .217(4) .6194(19) .04000 1.00000 Uiso
H02b .330(5) .204(4) .3977(19) .04000 1.00000 Uiso
H2b .28709 -.09538 .65172 .04000 1.00000 Uiso
H3b .06567 -.33631 .58376 .04000 1.00000 Uiso
H4b -.03732 -.35185 .44834 .04000 1.00000 Uiso
H5b .06711 -.12434 .37447 .04000 1.00000 Uiso
H81b .65083 .47674 .55677 .04000 1.00000 Uiso
H82b .63977 .44791 .46452 .04000 1.00000 Uiso
H11w -.273(4) -.148(3) .2122(18) .04000 1.00000 Uiso
H12w -.082(3) -.149(3) .2363(17) .04000 1.00000 Uiso
H21w .330(4) -.155(3) .2736(18) .04000 1.00000 Uiso
H22w .256(3) -.321(3) .2831(17) .04000 1.00000 Uiso
H31w .784(3) .122(3) .1964(18) .04000 1.00000 Uiso
H32w .592(4) .101(3) .1931(19) .04000 1.00000 Uiso
H41w .698(4) .602(3) .2893(15) .04000 1.00000 Uiso
H42w .590(4) .449(3) .3008(15) .04000 1.00000 Uiso
H51w .071(4) .414(3) .2790(17) .04000 1.00000 Uiso
H52w -.052(3) .488(3) .3005(17) .04000 1.00000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
N1a C1a . . 1.398(4)
N1a C7a . . 1.333(4)
N1a H01a . . .90(4)
N2a C6a . . 1.389(4)
N2a C7a . . 1.335(4)
N2a H02a . . .93(4)
C1a C2a . . 1.385(4)
C1a C6a . . 1.398(4)
C2a C3a . . 1.389(4)
C3a C4a . . 1.395(5)
C4a C5a . . 1.381(4)
C5a C6a . . 1.396(4)
C7a C8a . . 1.491(4)
C8a C8a . 2 1.518(4)
N1b C1b . . 1.394(3)
N1b C7b . . 1.333(4)
N1b H01b . . .87(3)
N2b C6b . . 1.394(4)
N2b C7b . . 1.338(3)
N2b H02b . . .90(4)
C1b C2b . . 1.394(4)
C1b C6b . . 1.391(4)
C2b C3b . . 1.383(4)
C3b C4b . . 1.403(4)
C4b C5b . . 1.385(4)
C5b C6b . . 1.395(4)
C7b C8b . . 1.499(4)
C8b C8b . 2_666 1.533(5)
S1 O1 . . 1.4654(19)
S1 O2 . . 1.473(3)
S1 O3 . . 1.485(3)
S1 O4 . . 1.464(3)
O1w H11w . . .85(3)
O1w H12w . . .851(18)
O2w H21w . . .87(3)
O2w H22w . . .850(19)
O3w H31w . . .82(2)
O3w H32w . . .84(3)
O4w H41w . . .83(3)
O4w H42w . . .836(19)
O5w H51w . . .82(3)
O5w H52w . . .80(3)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C1a N1a C7a . . . 108.9(3)
C1a N1a H01a . . . 126.0(19)
C7a N1a H01a . . . 125(2)
C6a N2a C7a . . . 108.7(3)
C6a N2a H02a . . . 129.2(18)
C7a N2a H02a . . . 122.0(19)
N1a C1a C2a . . . 131.8(3)
N1a C1a C6a . . . 105.9(3)
C2a C1a C6a . . . 122.3(3)
C1a C2a C3a . . . 116.0(3)
C2a C3a C4a . . . 121.9(3)
C3a C4a C5a . . . 122.3(3)
C4a C5a C6a . . . 116.0(3)
N2a C6a C1a . . . 106.8(3)
N2a C6a C5a . . . 131.7(3)
C1a C6a C5a . . . 121.5(3)
N1a C7a N2a . . . 109.7(3)
N1a C7a C8a . . . 126.8(3)
N2a C7a C8a . . . 123.5(3)
C7a C8a C8a . . 2 113.5(3)
C1b N1b C7b . . . 109.1(2)
C1b N1b H01b . . . 123(3)
C7b N1b H01b . . . 128(3)
C6b N2b C7b . . . 108.6(3)
C6b N2b H02b . . . 127.9(18)
C7b N2b H02b . . . 123.1(18)
N1b C1b C2b . . . 131.4(3)
N1b C1b C6b . . . 106.2(3)
C2b C1b C6b . . . 122.3(3)
C1b C2b C3b . . . 116.2(3)
C2b C3b C4b . . . 121.8(3)
C3b C4b C5b . . . 121.9(3)
C4b C5b C6b . . . 116.4(3)
N2b C6b C1b . . . 106.6(2)
N2b C6b C5b . . . 132.0(3)
C1b C6b C5b . . . 121.4(3)
N1b C7b N2b . . . 109.4(3)
N1b C7b C8b . . . 125.7(3)
N2b C7b C8b . . . 124.8(3)
C7b C8b C8b . . 2_666 112.3(3)
O1 S1 O2 . . . 109.10(12)
O1 S1 O3 . . . 109.12(13)
O1 S1 O4 . . . 110.56(12)
O2 S1 O3 . . . 109.99(11)
O2 S1 O4 . . . 110.01(14)
O3 S1 O4 . . . 108.04(13)
H11w O1w H12w . . . 109(3)
H21w O2w H22w . . . 109(3)
H31w O3w H32w . . . 110(3)
H41w O4w H42w . . . 110(3)
H51w O5w H52w . . . 110(3)

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C7a N1a C1a C2a . . . . -177.2(4)
C7a N1a C1a C6a . . . . .9(3)
H01a N1a C1a C2a . . . . -4(3)
H01a N1a C1a C6a . . . . 175(3)
C1a N1a C7a N2a . . . . -1.4(4)
C1a N1a C7a C8a . . . . 179.7(3)
H01a N1a C7a N2a . . . . -175(3)
H01a N1a C7a C8a . . . . 6(3)
C7a N2a C6a C1a . . . . -.7(4)
C7a N2a C6a C5a . . . . 177.9(3)
H02a N2a C6a C1a . . . . -179(3)
H02a N2a C6a C5a . . . . 0(3)
C6a N2a C7a N1a . . . . 1.3(4)
C6a N2a C7a C8a . . . . -179.8(3)
H02a N2a C7a N1a . . . . 179(3)
H02a N2a C7a C8a . . . . -2(3)
N1a C1a C2a C3a . . . . 178.8(3)
C6a C1a C2a C3a . . . . .9(5)
N1a C1a C6a N2a . . . . -.2(3)
N1a C1a C6a C5a . . . . -178.9(3)
C2a C1a C6a N2a . . . . 178.2(3)
C2a C1a C6a C5a . . . . -.5(5)
C1a C2a C3a C4a . . . . -.9(5)
C2a C3a C4a C5a . . . . .7(5)
C3a C4a C5a C6a . . . . -.3(5)
C4a C5a C6a N2a . . . . -178.2(3)
C4a C5a C6a C1a . . . . .2(5)
N1a C7a C8a C8a . . . 2 -6.7(5)
N2a C7a C8a C8a . . . 2 174.6(3)
C7b N1b C1b C2b . . . . -179.4(4)
C7b N1b C1b C6b . . . . -.2(4)
H01b N1b C1b C2b . . . . 5(3)
H01b N1b C1b C6b . . . . -176(3)
C1b N1b C7b N2b . . . . .2(4)
C1b N1b C7b C8b . . . . -179.8(3)
H01b N1b C7b N2b . . . . 175(4)
H01b N1b C7b C8b . . . . -5(4)
C7b N2b C6b C1b . . . . .0(4)
C7b N2b C6b C5b . . . . 179.6(4)
H02b N2b C6b C1b . . . . 173(3)
H02b N2b C6b C5b . . . . -8(3)
C6b N2b C7b N1b . . . . -.2(4)
C6b N2b C7b C8b . . . . 179.9(3)
H02b N2b C7b N1b . . . . -173(3)
H02b N2b C7b C8b . . . . 7(3)
N1b C1b C2b C3b . . . . 179.4(4)
C6b C1b C2b C3b . . . . .3(5)
N1b C1b C6b N2b . . . . .1(4)
N1b C1b C6b C5b . . . . -179.5(3)
C2b C1b C6b N2b . . . . 179.4(3)
C2b C1b C6b C5b . . . . -.3(5)
C1b C2b C3b C4b . . . . .2(5)
C2b C3b C4b C5b . . . . -.9(5)
C3b C4b C5b C6b . . . . 1.0(5)
C4b C5b C6b N2b . . . . -179.9(4)
C4b C5b C6b C1b . . . . -.4(5)
N1b C7b C8b C8b . . . 2_666 -108.6(4)
N2b C7b C8b C8b . . . 2_666 71.4(4)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

N1a H01a O3 . . . 0.90(3) 1.86(3) 2.754(3) 169(3)
N2a H02a O1w . . 2_555 0.93(3) 1.80(3) 2.728(3) 176(3)
N1b H01b O2w . . 2_656 0.87(3) 1.84(3) 2.696(3) 168(3)
N2b H02b O1 . . . 0.90(3) 1.80(3) 2.705(3) 175(3)
O1w H11w O3w . . 1_455 0.85(3) 1.89(2) 2.679(3) 152(2)
O1w H12w O2 . . . 0.85(2) 1.91(2) 2.752(3) 171(3)
O2w H21w O2 . . . 0.87(2) 2.02(2) 2.848(3) 160(2)
O2w H22w O5w . . 1_545 0.85(2) 1.83(2) 2.656(3) 173(2)
O3w H31w O3 . . 1_655 0.82(2) 2.03(2) 2.815(3) 161(2)
O3w H32w O4 . . . 0.84(3) 1.86(3) 2.690(4) 173(2)
O4w H41w O1w . . 1_665 0.83(2) 2.08(2) 2.874(3) 159(3)
O4w H42w O1 . . . 0.84(2) 2.01(2) 2.814(3) 162(3)
O5w H51w O3 . . . 0.82(3) 2.18(3) 2.925(4) 151(3)
O5w H52w O4w . . 1_455 0.80(3) 1.98(3) 2.751(4) 162(3)

#==END=============================================================


#==END=============================================================

data_VSIM
_database_code_depnum_ccdc_archive 'CCDC 710433'

_chemical_formula_moiety         'C16 H16 N4, 2(C2 Au N2)'
_chemical_formula_sum            'C20 H16 Au2 N8'
_chemical_formula_weight         762.4

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
1/2-x,1/2+y,1/2-z
-x,-y,-z
1/2+x,1/2-y,1/2+z
_cell_length_a                   5.3122(2)
_cell_length_b                   8.5766(5)
_cell_length_c                   23.1952(11)
_cell_angle_alpha                90.00000
_cell_angle_beta                 91.980(6)
_cell_angle_gamma                90.00000
_cell_volume                     1056.16(9)
_cell_formula_units_Z            2
_exptl_crystal_density_diffrn    2.397
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      4.5
_cell_measurement_theta_max      28.0
_cell_measurement_temperature    200
_exptl_crystal_F_000             700
_exptl_absorpt_coefficient_mu    13.90
_exptl_crystal_description       prism
_exptl_crystal_size_max          .155
_exptl_crystal_size_mid          .111
_exptl_crystal_size_min          .062
_exptl_crystal_colour            colorless

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .1510
_exptl_absorpt_correction_T_max  .4422
_diffrn_reflns_number            11177
_reflns_number_total             2527
_reflns_number_gt                2104
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         28.
_diffrn_reflns_theta_full        28.
_diffrn_measured_fraction_theta_max 1.
_diffrn_measured_fraction_theta_full 1.
_diffrn_reflns_av_R_equivalents  .04
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .030
_refine_ls_wR_factor_ref         .030
_refine_ls_goodness_of_fit_ref   1.44(2)
_refine_ls_number_reflns         2074
_refine_ls_number_parameters     142
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0001(Fo²)]
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          .003
_refine_diff_density_max         .085
_refine_diff_density_min         -5.279
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details none

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    SIR97
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
Au Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 -2.688 8.798

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
Au .55430(4) .97075(3) .429038(10) .02781(12) 1.00000 Uani
N1 .7105(9) .5343(5) .37751(19) .026(2) 1.00000 Uani
N2 .3913(9) .3861(5) .39751(19) .024(2) 1.00000 Uani
C1 .6169(11) .4751(6) .3251(3) .026(3) 1.00000 Uani
C2 .6877(12) .4953(7) .2686(3) .031(3) 1.00000 Uani
C3 .5426(13) .4183(8) .2262(3) .037(3) 1.00000 Uani
C4 .3413(13) .3239(7) .2394(3) .037(3) 1.00000 Uani
C5 .2678(11) .3033(6) .2955(3) .032(3) 1.00000 Uani
C6 .4114(10) .3809(6) .3384(3) .027(3) 1.00000 Uani
C7 .5716(10) .4792(6) .4197(3) .025(3) 1.00000 Uani
C8 .6154(10) .5144(7) .4820(3) .026(3) 1.00000 Uani
C01 .2775(10) .8168(6) .4156(3) .027(3) 1.00000 Uani
C02 .8349(11) 1.1260(6) .4364(3) .033(3) 1.00000 Uani
N01 .1200(10) .7282(6) .4058(3) .032(3) 1.00000 Uani
N02 .9937(11) 1.2132(6) .4388(3) .040(3) 1.00000 Uani
H01 .848(9) .602(7) .384(3) .04000 1.00000 Uiso
H02 .278(11) .342(8) .422(3) .04000 1.00000 Uiso
H2 .82927 .56591 .25877 .04000 1.00000 Uiso
H3 .58658 .43043 .18489 .04000 1.00000 Uiso
H4 .25096 .26546 .20902 .04000 1.00000 Uiso
H5 .12278 .23893 .30398 .04000 1.00000 Uiso
H81 .75309 .44508 .49692 .04000 1.00000 Uiso
H82 .67000 .62228 .48600 .04000 1.00000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
Au C01 . . 1.993(5)
Au C02 . . 2.001(6)
N1 C1 . . 1.393(7)
N1 C7 . . 1.333(7)
N1 H01 . . .94(5)
N2 C6 . . 1.379(7)
N2 C7 . . 1.336(7)
N2 H02 . . .93(6)
C1 C2 . . 1.386(8)
C1 C6 . . 1.401(8)
C2 C3 . . 1.396(9)
C3 C4 . . 1.384(9)
C4 C5 . . 1.381(9)
C5 C6 . . 1.402(8)
C7 C8 . . 1.487(8)
C8 C8 . 3_666 1.526(8)
C01 N01 . . 1.147(7)
C02 N02 . . 1.128(8)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C01 Au C02 . . . 175.9(3)
C1 N1 C7 . . . 108.8(5)
C1 N1 H01 . . . 128(4)
C7 N1 H01 . . . 123(4)
C6 N2 C7 . . . 108.8(5)
C6 N2 H02 . . . 133(4)
C7 N2 H02 . . . 118(4)
N1 C1 C2 . . . 132.8(5)
N1 C1 C6 . . . 105.9(5)
C2 C1 C6 . . . 121.3(5)
C1 C2 C3 . . . 116.5(6)
C2 C3 C4 . . . 122.2(6)
C3 C4 C5 . . . 122.0(6)
C4 C5 C6 . . . 116.3(6)
N2 C6 C1 . . . 106.8(5)
N2 C6 C5 . . . 131.5(5)
C1 C6 C5 . . . 121.7(5)
N1 C7 N2 . . . 109.7(5)
N1 C7 C8 . . . 124.8(5)
N2 C7 C8 . . . 125.6(5)
C7 C8 C8 . . 3_666 113.4(5)
Au C01 N01 . . . 177.5(6)
Au C02 N02 . . . 178.0(6)

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C7 N1 C1 C2 . . . . 179.4(6)
C7 N1 C1 C6 . . . . .2(6)
H01 N1 C1 C2 . . . . 0(5)
H01 N1 C1 C6 . . . . -180(4)
C1 N1 C7 N2 . . . . .2(6)
C1 N1 C7 C8 . . . . 179.1(5)
H01 N1 C7 N2 . . . . -180(4)
H01 N1 C7 C8 . . . . 0(4)
C7 N2 C6 C1 . . . . .6(6)
C7 N2 C6 C5 . . . . -178.9(6)
H02 N2 C6 C1 . . . . 178(5)
H02 N2 C6 C5 . . . . -1(5)
C6 N2 C7 N1 . . . . -.5(6)
C6 N2 C7 C8 . . . . -179.4(5)
H02 N2 C7 N1 . . . . -179(5)
H02 N2 C7 C8 . . . . 3(5)
N1 C1 C2 C3 . . . . -178.5(6)
C6 C1 C2 C3 . . . . .6(8)
N1 C1 C6 N2 . . . . -.5(6)
N1 C1 C6 C5 . . . . 179.1(5)
C2 C1 C6 N2 . . . . -179.8(5)
C2 C1 C6 C5 . . . . -.2(8)
C1 C2 C3 C4 . . . . -1.3(9)
C2 C3 C4 C5 . . . . 1.7(10)
C3 C4 C5 C6 . . . . -1.2(9)
C4 C5 C6 N2 . . . . 180.0(6)
C4 C5 C6 C1 . . . . .5(8)
N1 C7 C8 C8 . . . 3_666 159.9(5)
N2 C7 C8 C8 . . . 3_666 -21.4(7)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

N1 H01 N01 . . 655 0.94(5) 1.86(5) 2.798(6) 173(6)
N2 H02 N02 . . 445 0.93(6) 1.92(6) 2.778(7) 153(5)

#=END===============================================================

data_VESI
_database_code_depnum_ccdc_archive 'CCDC 710434'

_chemical_formula_moiety         'C18 H20 N4, 2(H2 O), 2(Cl)'
_chemical_formula_sum            'C18 H24 Cl2 N4 O2'
_chemical_formula_weight         399.4

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,-y,-z
_cell_length_a                   7.0599(11)
_cell_length_b                   8.7225(14)
_cell_length_c                   8.8705(15)
_cell_angle_alpha                68.766(18)
_cell_angle_beta                 78.791(19)
_cell_angle_gamma                69.544(18)
_cell_volume                     475.61(15)
_cell_formula_units_Z            1
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    4824
_cell_measurement_theta_min      3.
_cell_measurement_theta_max      28.8
_cell_measurement_temperature    200
_exptl_crystal_F_000             210
_exptl_absorpt_coefficient_mu    .362
_exptl_crystal_description       prism
_exptl_crystal_size_max          .32
_exptl_crystal_size_mid          .13
_exptl_crystal_size_min          .12
_exptl_crystal_colour            colourless

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .9351
_exptl_absorpt_correction_T_max  .9648
_diffrn_reflns_number            8082
_reflns_number_total             2370
_reflns_number_gt                1544
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         28.8
_diffrn_reflns_theta_full        28.8
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .045
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .032
_refine_ls_wR_factor_ref         .041
_refine_ls_goodness_of_fit_ref   1.25(2)
_refine_ls_number_reflns         1577
_refine_ls_number_parameters     154
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0002(Fo²)]
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_shift/su_max          .0003
_refine_diff_density_max         .63
_refine_diff_density_min         -.818
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details none

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    SIR97
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
Cl .06427(8) -.18536(6) .27652(6) .0290(4) 1.00000 Uani
N1 .7786(3) -.50075(18) .85471(17) .0212(13) 1.00000 Uani
N2 .6107(3) -.26833(18) .91831(16) .0202(13) 1.00000 Uani
C1 .5204(3) -.0451(3) .5896(2) .0250(16) 1.00000 Uani
C2 .6390(3) -.2365(3) .6221(2) .0224(15) 1.00000 Uani
C3 .6745(3) -.3335(2) .7964(2) .0190(14) 1.00000 Uani
C4 .7821(3) -.5466(2) 1.02176(19) .0194(14) 1.00000 Uani
C5 .8692(3) -.7028(3) 1.1390(3) .0242(15) 1.00000 Uani
C6 .8456(3) -.7009(3) 1.2967(3) .0263(16) 1.00000 Uani
C7 .7388(3) -.5498(3) 1.3376(3) .0272(17) 1.00000 Uani
C8 .6505(3) -.3951(3) 1.2220(3) .0252(16) 1.00000 Uani
C9 .6753(3) -.3974(2) 1.0632(2) .0196(14) 1.00000 Uani
O1w .2915(3) .00958(17) .95891(17) .0281(13) 1.00000 Uani
H01 .827(4) -.570(3) .797(3) .04000 1.00000 Uiso
H02 .525(4) -.162(3) .912(3) .04000 1.00000 Uiso
H11 .394(4) -.030(3) .654(3) .04000 1.00000 Uiso
H12 .598(4) .015(3) .621(3) .04000 1.00000 Uiso
H21 .565(4) -.286(3) .593(3) .04000 1.00000 Uiso
H22 .771(4) -.246(3) .558(3) .04000 1.00000 Uiso
H5 .941(4) -.795(4) 1.112(3) .04000 1.00000 Uiso
H6 .902(4) -.808(3) 1.386(3) .04000 1.00000 Uiso
H7 .726(4) -.555(3) 1.445(3) .04000 1.00000 Uiso
H8 .580(4) -.291(3) 1.247(3) .04000 1.00000 Uiso
H11w .244(4) -.043(3) 1.043(3) .04000 1.00000 Uiso
H12w .206(4) .058(4) .895(3) .04000 1.00000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C3 . . 1.3369(19)
N1 C4 . . 1.391(3)
N1 H01 . . .87(3)
N2 C3 . . 1.331(3)
N2 C9 . . 1.3954(18)
N2 H02 . . .90(3)
C1 C2 . . 1.529(3)
C1 H11 . . .96(3)
C1 H12 . . 1.01(4)
C1 C1 . 2_656 1.530(3)
C2 C3 . . 1.491(3)
C2 H21 . . .91(4)
C2 H22 . . .98(3)
C4 C5 . . 1.397(2)
C4 C9 . . 1.397(3)
C5 C6 . . 1.381(3)
C5 H5 . . .88(3)
C6 C7 . . 1.408(3)
C6 H6 . . .99(2)
C7 C8 . . 1.385(3)
C7 H7 . . .93(3)
C8 C9 . . 1.392(3)
C8 H8 . . .96(3)
O1w H11w . . .80(3)
O1w H12w . . .80(3)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C3 N1 C4 . . . 109.13(15)
C3 N1 H01 . . . 124.3(13)
C4 N1 H01 . . . 126.4(13)
C3 N2 C9 . . . 109.47(13)
C3 N2 H02 . . . 125.9(16)
C9 N2 H02 . . . 124.1(15)
C2 C1 H11 . . . 111.2(13)
C2 C1 H12 . . . 110.5(12)
C2 C1 C1 . . 2_656 111.22(17)
H11 C1 H12 . . . 106(3)
H11 C1 C1 . . 2_656 108.9(14)
H12 C1 C1 . . 2_656 108.9(12)
C1 C2 C3 . . . 113.73(16)
C1 C2 H21 . . . 107.9(13)
C1 C2 H22 . . . 108.4(13)
C3 C2 H21 . . . 106.6(13)
C3 C2 H22 . . . 109.0(13)
H21 C2 H22 . . . 111(3)
N1 C3 N2 . . . 109.04(14)
N1 C3 C2 . . . 125.03(17)
N2 C3 C2 . . . 125.92(14)
N1 C4 C5 . . . 132.15(17)
N1 C4 C9 . . . 106.49(12)
C5 C4 C9 . . . 121.36(17)
C4 C5 C6 . . . 116.52(17)
C4 C5 H5 . . . 121.0(14)
C6 C5 H5 . . . 122.4(14)
C5 C6 C7 . . . 121.89(15)
C5 C6 H6 . . . 120.2(16)
C7 C6 H6 . . . 117.9(16)
C6 C7 C8 . . . 121.78(19)
C6 C7 H7 . . . 118.9(13)
C8 C7 H7 . . . 119.3(13)
C7 C8 C9 . . . 116.18(17)
C7 C8 H8 . . . 122.8(13)
C9 C8 H8 . . . 120.9(13)
N2 C9 C4 . . . 105.86(15)
N2 C9 C8 . . . 131.87(16)
C4 C9 C8 . . . 122.27(14)
H11w O1w H12w . . . 109(3)

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C4 N1 C3 N2 . . . . .3(3)
C4 N1 C3 C2 . . . . 179.50(19)
H01 N1 C3 N2 . . . . 176(3)
H01 N1 C3 C2 . . . . -5(3)
C3 N1 C4 C5 . . . . -179.9(3)
C3 N1 C4 C9 . . . . -.5(3)
H01 N1 C4 C5 . . . . 5(3)
H01 N1 C4 C9 . . . . -176(3)
C9 N2 C3 N1 . . . . .1(3)
C9 N2 C3 C2 . . . . -179.18(19)
H02 N2 C3 N1 . . . . -172(3)
H02 N2 C3 C2 . . . . 9(3)
C3 N2 C9 C4 . . . . -.4(3)
C3 N2 C9 C8 . . . . 179.2(3)
H02 N2 C9 C4 . . . . 172(3)
H02 N2 C9 C8 . . . . -8(3)
H11 C1 C2 C3 . . . . -55.5(19)
H11 C1 C2 H21 . . . . 62(3)
H11 C1 C2 H22 . . . . -177(3)
H12 C1 C2 C3 . . . . 61.8(14)
H12 C1 C2 H21 . . . . 180(2)
H12 C1 C2 H22 . . . . -60(3)
C1 C1 C2 C3 2_656 . . . -177.13(18)
C1 C1 C2 H21 2_656 . . . -59.1(15)
C1 C1 C2 H22 2_656 . . . 61.5(18)
C1 C2 C3 N1 . . . . -178.14(19)
C1 C2 C3 N2 . . . . 1.0(3)
H21 C2 C3 N1 . . . . 63.1(15)
H21 C2 C3 N2 . . . . -117.8(14)
H22 C2 C3 N1 . . . . -57.0(18)
H22 C2 C3 N2 . . . . 122.1(18)
N1 C4 C5 C6 . . . . 178.7(2)
N1 C4 C5 H5 . . . . 2(3)
C9 C4 C5 C6 . . . . -.6(3)
C9 C4 C5 H5 . . . . -177(3)
N1 C4 C9 N2 . . . . .5(3)
N1 C4 C9 C8 . . . . -179.11(18)
C5 C4 C9 N2 . . . . 180.00(18)
C5 C4 C9 C8 . . . . .4(3)
C4 C5 C6 C7 . . . . .2(4)
C4 C5 C6 H6 . . . . 178.9(18)
H5 C5 C6 C7 . . . . 177(3)
H5 C5 C6 H6 . . . . -5(3)
C5 C6 C7 C8 . . . . .4(4)
C5 C6 C7 H7 . . . . 179.5(19)
H6 C6 C7 C8 . . . . -178.3(18)
H6 C6 C7 H7 . . . . 0(3)
C6 C7 C8 C9 . . . . -.6(4)
C6 C7 C8 H8 . . . . -178.5(19)
H7 C7 C8 C9 . . . . -179.7(19)
H7 C7 C8 H8 . . . . 2(3)
C7 C8 C9 N2 . . . . -179.2(3)
C7 C8 C9 C4 . . . . .2(3)
H8 C8 C9 N2 . . . . -1.3(19)
H8 C8 C9 C4 . . . . 178.2(19)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

N1 H01 Cl . . 2_646 0.87(3) 2.29(3) 3.125(2) 162(2)
N2 H02 O1w . . . 0.90(2) 1.89(2) 2.754(2) 159(2)
O1w H11w Cl . . 1_556 0.80(2) 2.38(2) 3.175(1) 173(2)
O1w H12W Cl . . 2_556 0.80(2) 2.37(2) 3.170(2) 175(2)

#=END===================================================================

data_LUDO
_database_code_depnum_ccdc_archive 'CCDC 710435'

_chemical_formula_moiety         'C18 H20 N4, C2 H6 O, C2 H5 O, Cl4 Co'
_chemical_formula_sum            'C22 H32 Cl4 Co N4 O2'
_chemical_formula_weight         585.3

_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,1/2+y,1/2-z
-x,-y,-z
+x,1/2-y,1/2+z
_cell_length_a                   11.1842(5)
_cell_length_b                   14.3697(9)
_cell_length_c                   17.6521(8)
_cell_angle_alpha                90.00000
_cell_angle_beta                 96.482(5)
_cell_angle_gamma                90.00000
_cell_volume                     2818.8(3)
_cell_formula_units_Z            4
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      28.
_cell_measurement_temperature    200
_exptl_crystal_F_000             1212
_exptl_absorpt_coefficient_mu    1.013
_exptl_crystal_description       prism
_exptl_crystal_size_max          .28
_exptl_crystal_size_mid          .25
_exptl_crystal_size_min          .14
_exptl_crystal_colour            blue

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .7711
_exptl_absorpt_correction_T_max  .8707
_diffrn_reflns_number            30333
_reflns_number_total             6775
_reflns_number_gt                3243
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         28.
_diffrn_reflns_theta_full        28.
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .071
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .032
_refine_ls_wR_factor_ref         .033
_refine_ls_goodness_of_fit_ref   1.22(2)
_refine_ls_number_reflns         3454
_refine_ls_number_parameters     387
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0002(Fo²)]
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          .008
_refine_diff_density_max         .536
_refine_diff_density_min         -.54
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details none

_refine_special_details          
;
Hydrogen treatment:
- Hydrogen atom of EtOH a and a'were not observed nor calculated.
;

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    Multan_87
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159
Co Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .299 .973

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
Co1 .18410(5) .53579(4) .74484(3) .0420(3) 1.00000 Uani
Cl2 .28003(9) .67237(6) .72198(5) .0522(5) 1.00000 Uani
Cl3 .09654(8) .53917(7) .85519(5) .0479(5) 1.00000 Uani
Cl4 .32680(9) .42116(7) .76468(5) .0519(5) 1.00000 Uani
Cl5 .04669(10) .50254(8) .64375(5) .0662(6) 1.00000 Uani
N1 .3672(3) .64867(18) .55980(16) .0395(15) 1.00000 Uani
N2 .3500(3) .61895(19) .43941(15) .0401(16) 1.00000 Uani
N3 -.2733(3) .88049(18) .55120(15) .0375(14) 1.00000 Uani
N4 -.2720(3) .83389(18) .43495(15) .0386(15) 1.00000 Uani
C1 .2888(3) .6377(2) .49772(17) .0362(17) 1.00000 Uani
C2 .4834(3) .6343(3) .54143(18) .0400(18) 1.00000 Uani
C3 .5954(4) .6356(3) .5850(3) .052(3) 1.00000 Uani
C4 .6925(4) .6161(3) .5461(3) .058(3) 1.00000 Uani
C5 .6817(4) .5969(3) .4688(3) .057(3) 1.00000 Uani
C6 .5717(4) .5963(3) .4258(3) .051(3) 1.00000 Uani
C7 .4714(3) .6150(2) .46388(18) .0393(18) 1.00000 Uani
C8 .1561(3) .6460(3) .4944(3) .0417(19) 1.00000 Uani
C9 .1127(3) .7452(3) .5062(2) .0388(17) 1.00000 Uani
C10 -.0237(3) .7493(3) .5015(2) .0389(17) 1.00000 Uani
C11 -.0692(4) .8487(3) .5095(3) .044(2) 1.00000 Uani
C12 -.2028(3) .8551(2) .49914(17) .0364(17) 1.00000 Uani
C13 -.3932(3) .87611(19) .52065(16) .0325(16) 1.00000 Uani
C14 -.5011(3) .8959(3) .55042(19) .0404(18) 1.00000 Uani
C15 -.6048(4) .8855(3) .5014(2) .0434(19) 1.00000 Uani
C16 -.6034(4) .8570(3) .4257(2) .0441(19) 1.00000 Uani
C17 -.4980(4) .8369(3) .39658(19) .0432(19) 1.00000 Uani
C18 -.3925(3) .84662(19) .44560(17) .0351(17) 1.00000 Uani
O1a .2084(4) .9443(4) .8089(3) .085(3) .70000 Uani
C1a .2139(7) .9361(5) .7370(5) .126(6) 1.00000 Uani
C2a .3156(10) .9765(9) .7149(6) .143(9) .70000 Uani
O1a' .2590(10) .8668(8) .7985(6) .077(3) .30000 Uiso
C2a' .2443(16) .9415(11) .6699(9) .079(5) .30000 Uiso
O1b -.2035(3) .7393(3) .80628(17) .080(2) 1.00000 Uani
C1b -.0762(9) .7449(7) .7898(5) .055(5) .50000 Uani
C2b -.0702(13) .7416(11) .7067(6) .079(8) .50000 Uani
C1b' -.1340(9) .7073(6) .7480(7) .064(6) .50000 Uani
C2b' -.0315(12) .7661(9) .7447(9) .075(8) .50000 Uani
H01 .344(4) .654(3) .6020(19) .05000 1.00000 Uiso
H02 .319(4) .609(3) .400(2) .05000 1.00000 Uiso
H03 -.249(4) .899(3) .5964(19) .05000 1.00000 Uiso
H04 -.245(4) .814(3) .3949(19) .05000 1.00000 Uiso
H3 .600(4) .653(3) .6381(19) .05000 1.00000 Uiso
H4 .762(4) .616(3) .5721(19) .05000 1.00000 Uiso
H5 .755(4) .584(3) .4428(18) .05000 1.00000 Uiso
H6 .568(3) .583(3) .374(2) .05000 1.00000 Uiso
H81 .120(4) .624(3) .4477(19) .05000 1.00000 Uiso
H82 .135(3) .607(3) .5357(19) .05000 1.00000 Uiso
H91 .142(3) .766(3) .553(2) .05000 1.00000 Uiso
H92 .137(3) .787(3) .4677(19) .05000 1.00000 Uiso
H101 -.056(3) .724(3) .4511(19) .05000 1.00000 Uiso
H102 -.054(3) .708(3) .5420(18) .05000 1.00000 Uiso
H111 -.047(4) .870(3) .555(2) .05000 1.00000 Uiso
H112 -.046(4) .883(3) .4695(19) .05000 1.00000 Uiso
H14 -.499(3) .916(3) .6032(19) .05000 1.00000 Uiso
H15 -.679(4) .898(3) .5187(18) .05000 1.00000 Uiso
H16 -.677(4) .852(3) .3944(18) .05000 1.00000 Uiso
H17 -.494(3) .819(3) .3467(19) .05000 1.00000 Uiso
H11a .21227 .87028 .72210 .10000 .70000 Uiso
H12a .13990 .96854 .70696 .10000 .70000 Uiso
H21a .33401 1.02650 .74461 .10000 .70000 Uiso
H22a .37448 .93457 .72100 .10000 .70000 Uiso
H23a .29936 .99632 .66146 .10000 .70000 Uiso
H11a' .12206 .92693 .72692 .10000 .30000 Uiso
H12a' .22780 1.00019 .75796 .10000 .30000 Uiso
H21a' .33969 .95186 .67911 .10000 .30000 Uiso
H22a' .24506 .87112 .65116 .10000 .30000 Uiso
H23a' .20997 .97690 .63875 .10000 .30000 Uiso
H01b -.239(4) .785(3) .794(2) .10000 1.00000 Uiso
H11b -.04138 .80295 .80984 .10000 .50000 Uiso
H12b -.03273 .69166 .81466 .10000 .50000 Uiso
H21b -.07767 .67596 .68938 .10000 .50000 Uiso
H22b -.13560 .77758 .67971 .10000 .50000 Uiso
H23b .00440 .76535 .69570 .10000 .50000 Uiso
H11b' -.10734 .64411 .76023 .10000 .50000 Uiso
H12b' -.18338 .70778 .69842 .10000 .50000 Uiso
H21b' -.05641 .83026 .72842 .10000 .50000 Uiso
H22b' .01424 .76969 .79468 .10000 .50000 Uiso
H23b' .02160 .74011 .70830 .10000 .50000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
Co1 Cl2 . . 2.2942(10)
Co1 Cl3 . . 2.2774(9)
Co1 Cl4 . . 2.2928(10)
Co1 Cl5 . . 2.2705(11)
N1 C1 . . 1.333(4)
N1 C2 . . 1.390(5)
N1 H01 . . .82(4)
N2 C1 . . 1.326(5)
N2 C7 . . 1.379(5)
N2 H02 . . .75(4)
N3 C12 . . 1.328(5)
N3 C13 . . 1.389(4)
N3 H03 . . .85(4)
N4 C12 . . 1.333(4)
N4 C18 . . 1.394(5)
N4 H04 . . .85(4)
C1 C8 . . 1.484(5)
C2 C3 . . 1.395(5)
C2 C7 . . 1.388(5)
C3 C4 . . 1.377(6)
C3 H3 . . .96(4)
C4 C5 . . 1.384(7)
C4 H4 . . .85(4)
C5 C6 . . 1.371(6)
C5 H5 . . 1.00(4)
C6 C7 . . 1.396(6)
C6 H6 . . .94(4)
C8 C9 . . 1.527(5)
C8 H81 . . .93(4)
C8 H82 . . .97(4)
C9 C10 . . 1.519(5)
C9 H91 . . .91(4)
C9 H92 . . .97(4)
C10 C11 . . 1.529(5)
C10 H101 . . .99(4)
C10 H102 . . 1.02(4)
C11 C12 . . 1.488(5)
C11 H111 . . .87(4)
C11 H112 . . .92(4)
C13 C14 . . 1.399(5)
C13 C18 . . 1.392(4)
C14 C15 . . 1.374(5)
C14 H14 . . .97(4)
C15 C16 . . 1.400(5)
C15 H15 . . .93(4)
C16 C17 . . 1.369(6)
C16 H16 . . .94(4)
C17 C18 . . 1.389(5)
C17 H17 . . .92(4)
O1a C1a . . 1.284(9)
C1a C2a . . 1.373(14)
O1b C1b . . 1.487(11)
O1b H01b . . .79(4)
C1b C2b . . 1.478(13)
O1a' C1a . . 1.517(12)
C1a C2a' . . 1.271(18)
O1b C1b' . . 1.433(12)
C1b' C2b' . . 1.431(16)
O1a Cl5 1_555 2_556 3.174(5)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
Cl2 Co1 Cl3 . . . 112.77(4)
Cl2 Co1 Cl4 . . . 108.07(4)
Cl2 Co1 Cl5 . . . 109.28(4)
Cl3 Co1 Cl4 . . . 104.11(4)
Cl3 Co1 Cl5 . . . 111.01(4)
Cl4 Co1 Cl5 . . . 111.51(4)
C1 N1 C2 . . . 109.6(3)
C1 N1 H01 . . . 121(3)
C2 N1 H01 . . . 129(3)
C1 N2 C7 . . . 110.0(3)
C1 N2 H02 . . . 122(3)
C7 N2 H02 . . . 128(3)
C12 N3 C13 . . . 110.0(3)
C12 N3 H03 . . . 126(3)
C13 N3 H03 . . . 124(3)
C12 N4 C18 . . . 109.4(3)
C12 N4 H04 . . . 124(3)
C18 N4 H04 . . . 127(3)
N1 C1 N2 . . . 108.3(3)
N1 C1 C8 . . . 125.8(3)
N2 C1 C8 . . . 126.0(3)
N1 C2 C3 . . . 132.4(4)
N1 C2 C7 . . . 105.7(3)
C3 C2 C7 . . . 121.8(4)
C2 C3 C4 . . . 115.6(4)
C2 C3 H3 . . . 119(3)
C4 C3 H3 . . . 125(3)
C3 C4 C5 . . . 123.1(4)
C3 C4 H4 . . . 117(3)
C5 C4 H4 . . . 120(3)
C4 C5 C6 . . . 121.3(4)
C4 C5 H5 . . . 120.5(19)
C6 C5 H5 . . . 118.2(19)
C5 C6 C7 . . . 116.9(4)
C5 C6 H6 . . . 119(3)
C7 C6 H6 . . . 125(3)
N2 C7 C2 . . . 106.4(3)
N2 C7 C6 . . . 132.3(3)
C2 C7 C6 . . . 121.3(3)
C1 C8 C9 . . . 113.7(3)
C1 C8 H81 . . . 110(3)
C1 C8 H82 . . . 105(2)
C9 C8 H81 . . . 109(3)
C9 C8 H82 . . . 109(2)
H81 C8 H82 . . . 111(3)
C8 C9 C10 . . . 111.2(3)
C8 C9 H91 . . . 110(3)
C8 C9 H92 . . . 111(2)
C10 C9 H91 . . . 107(3)
C10 C9 H92 . . . 107(2)
H91 C9 H92 . . . 109(3)
C9 C10 C11 . . . 112.0(3)
C9 C10 H101 . . . 107(2)
C9 C10 H102 . . . 110.5(19)
C11 C10 H101 . . . 109.6(19)
C11 C10 H102 . . . 109.9(19)
H101 C10 H102 . . . 108(3)
C10 C11 C12 . . . 112.8(3)
C10 C11 H111 . . . 111(3)
C10 C11 H112 . . . 108(3)
C12 C11 H111 . . . 106(3)
C12 C11 H112 . . . 103(3)
H111 C11 H112 . . . 116(4)
N3 C12 N4 . . . 108.5(3)
N3 C12 C11 . . . 126.7(3)
N4 C12 C11 . . . 124.7(3)
N3 C13 C14 . . . 132.9(3)
N3 C13 C18 . . . 106.0(3)
C14 C13 C18 . . . 121.1(3)
C13 C14 C15 . . . 116.3(3)
C13 C14 H14 . . . 120(2)
C15 C14 H14 . . . 124(2)
C14 C15 C16 . . . 122.3(4)
C14 C15 H15 . . . 119.3(19)
C16 C15 H15 . . . 118.5(19)
C15 C16 C17 . . . 121.5(4)
C15 C16 H16 . . . 119(3)
C17 C16 H16 . . . 120(3)
C16 C17 C18 . . . 116.8(3)
C16 C17 H17 . . . 124(3)
C18 C17 H17 . . . 119(3)
N4 C18 C13 . . . 106.1(3)
N4 C18 C17 . . . 132.0(3)
C13 C18 C17 . . . 121.9(3)
O1a C1a C2a . . . 112.0(7)
O1b C1b C2b . . . 110.2(8)
O1a' C1a C2a' . . . 127.2(10)
C1b' O1b H01b . . . 111(3)
O1b C1b' C2b' . . . 110.0(9)

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C2 N1 C1 N2 . . . . -1.5(4)
C2 N1 C1 C8 . . . . 179.1(3)
H01 N1 C1 N2 . . . . -172(3)
H01 N1 C1 C8 . . . . 9(3)
C1 N1 C2 C3 . . . . -178.5(4)
C1 N1 C2 C7 . . . . .7(4)
H01 N1 C2 C3 . . . . -9(3)
H01 N1 C2 C7 . . . . 170(3)
C7 N2 C1 N1 . . . . 1.7(4)
C7 N2 C1 C8 . . . . -178.9(3)
H02 N2 C1 N1 . . . . 178(4)
H02 N2 C1 C8 . . . . -3(4)
C1 N2 C7 C2 . . . . -1.2(4)
C1 N2 C7 C6 . . . . 178.8(4)
H02 N2 C7 C2 . . . . -177(4)
H02 N2 C7 C6 . . . . 3(4)
C13 N3 C12 N4 . . . . -.0(4)
C13 N3 C12 C11 . . . . -178.8(3)
H03 N3 C12 N4 . . . . -178(3)
H03 N3 C12 C11 . . . . 3(3)
C12 N3 C13 C14 . . . . -179.3(4)
C12 N3 C13 C18 . . . . -.3(4)
H03 N3 C13 C14 . . . . -1(3)
H03 N3 C13 C18 . . . . 178(3)
C18 N4 C12 N3 . . . . .4(4)
C18 N4 C12 C11 . . . . 179.2(3)
H04 N4 C12 N3 . . . . -178(3)
H04 N4 C12 C11 . . . . 0(3)
C12 N4 C18 C13 . . . . -.6(4)
C12 N4 C18 C17 . . . . 177.9(4)
H04 N4 C18 C13 . . . . 178(3)
H04 N4 C18 C17 . . . . -4(3)
N1 C1 C8 C9 . . . . 68.9(5)
N1 C1 C8 H81 . . . . -169(3)
N1 C1 C8 H82 . . . . -50(2)
N2 C1 C8 C9 . . . . -110.4(4)
N2 C1 C8 H81 . . . . 12(3)
N2 C1 C8 H82 . . . . 131(2)
N1 C2 C3 C4 . . . . 178.9(4)
N1 C2 C3 H3 . . . . -4(3)
C7 C2 C3 C4 . . . . -.2(5)
C7 C2 C3 H3 . . . . 177(3)
N1 C2 C7 N2 . . . . .3(4)
N1 C2 C7 C6 . . . . -179.7(3)
C3 C2 C7 N2 . . . . 179.6(3)
C3 C2 C7 C6 . . . . -.4(5)
C2 C3 C4 C5 . . . . .4(6)
C2 C3 C4 H4 . . . . -179(3)
H3 C3 C4 C5 . . . . -176(3)
H3 C3 C4 H4 . . . . 4(4)
C3 C4 C5 C6 . . . . .1(6)
C3 C4 C5 H5 . . . . 179(3)
H4 C4 C5 C6 . . . . 180(3)
H4 C4 C5 H5 . . . . -1(4)
C4 C5 C6 C7 . . . . -.7(5)
C4 C5 C6 H6 . . . . -180(3)
H5 C5 C6 C7 . . . . 180(3)
H5 C5 C6 H6 . . . . 1(4)
C5 C6 C7 N2 . . . . -179.2(4)
C5 C6 C7 C2 . . . . .8(5)
H6 C6 C7 N2 . . . . 0(3)
H6 C6 C7 C2 . . . . 180(3)
C1 C8 C9 C10 . . . . 179.4(3)
C1 C8 C9 H91 . . . . -62(3)
C1 C8 C9 H92 . . . . 60(2)
H81 C8 C9 C10 . . . . 57(3)
H81 C8 C9 H91 . . . . 176(4)
H81 C8 C9 H92 . . . . -62(4)
H82 C8 C9 C10 . . . . -64(2)
H82 C8 C9 H91 . . . . 55(4)
H82 C8 C9 H92 . . . . 177(3)
C8 C9 C10 C11 . . . . -177.4(3)
C8 C9 C10 H101 . . . . -57(2)
C8 C9 C10 H102 . . . . 60(2)
H91 C9 C10 C11 . . . . 62(3)
H91 C9 C10 H101 . . . . -178(3)
H91 C9 C10 H102 . . . . -61(3)
H92 C9 C10 C11 . . . . -55(3)
H92 C9 C10 H101 . . . . 65(3)
H92 C9 C10 H102 . . . . -178(3)
C9 C10 C11 C12 . . . . 175.6(3)
C9 C10 C11 H111 . . . . -66(3)
C9 C10 C11 H112 . . . . 62(3)
H101 C10 C11 C12 . . . . 57(3)
H101 C10 C11 H111 . . . . 175(4)
H101 C10 C11 H112 . . . . -57(3)
H102 C10 C11 C12 . . . . -61.2(19)
H102 C10 C11 H111 . . . . 57(4)
H102 C10 C11 H112 . . . . -175(3)
C10 C11 C12 N3 . . . . 115.7(4)
C10 C11 C12 N4 . . . . -62.9(5)
H111 C11 C12 N3 . . . . -6(3)
H111 C11 C12 N4 . . . . 176(3)
H112 C11 C12 N3 . . . . -128(3)
H112 C11 C12 N4 . . . . 54(3)
N3 C13 C14 C15 . . . . 178.3(4)
N3 C13 C14 H14 . . . . -1(3)
C18 C13 C14 C15 . . . . -.6(5)
C18 C13 C14 H14 . . . . 180(3)
N3 C13 C18 N4 . . . . .5(4)
N3 C13 C18 C17 . . . . -178.1(3)
C14 C13 C18 N4 . . . . 179.7(3)
C14 C13 C18 C17 . . . . 1.0(5)
C13 C14 C15 C16 . . . . -.2(5)
C13 C14 C15 H15 . . . . -180(3)
H14 C14 C15 C16 . . . . 179(3)
H14 C14 C15 H15 . . . . 0(4)
C14 C15 C16 C17 . . . . .7(6)
C14 C15 C16 H16 . . . . -179(3)
H15 C15 C16 C17 . . . . -180(3)
H15 C15 C16 H16 . . . . 0(3)
C15 C16 C17 C18 . . . . -.3(5)
C15 C16 C17 H17 . . . . -179(3)
H16 C16 C17 C18 . . . . 180(3)
H16 C16 C17 H17 . . . . 1(4)
C16 C17 C18 N4 . . . . -178.8(4)
C16 C17 C18 C13 . . . . -.5(5)
H17 C17 C18 N4 . . . . 0(3)
H17 C17 C18 C13 . . . . 178(3)
H01b O1b C1b C2b . . . . -70(3)
H01b O1b C1b' C2b' . . . . 73(3)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

N1 H01 Cl2 . . . 0.82(4) 2.33(4) 3.145(3) 178(4)
N2 H02 O1a 1_555 1_555 4_564 0.75(4) 2.06(4) 2.795(5) 164(4)
N3 H03 Cl3 1_555 1_555 2_556 0.85(4) 2.72(4) 3.332(3) 130(3)
N3 H03 Cl4 1_555 1_555 2_556 0.85(4) 2.71(4) 3.421(3) 142(4)
N4 H04 O1b 1_555 1_555 4_564 0.85(4) 1.85(4) 2.692(5) 172(4)
O1b H01b Cl4 1_555 1_555 2_556 0.79(4) 2.37(4) 3.148(4) 169(4)

#=END====================================================================

data_XAME
_database_code_depnum_ccdc_archive 'CCDC 710436'

_chemical_formula_moiety         'C19 H22 N4, 2(H2 O), 2 Cl'
_chemical_formula_sum            'C19 H26 Cl2 N4 O2'
_chemical_formula_weight         413.4

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,+y,1/2-z
-x,-y,-z
+x,-y,1/2+z
1/2+x,1/2+y,+z
1/2-x,1/2+y,1/2-z
1/2-x,1/2-y,-z
1/2+x,1/2-y,1/2+z
_cell_length_a                   11.3088(9)
_cell_length_b                   14.4566(12)
_cell_length_c                   13.4445(12)
_cell_angle_alpha                90.00000
_cell_angle_beta                 109.661(9)
_cell_angle_gamma                90.00000
_cell_volume                     2069.9(3)
_cell_formula_units_Z            4
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    5902
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      27.9
_cell_measurement_temperature    200
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    .335
_exptl_crystal_description       prism
_exptl_crystal_size_max          .27
_exptl_crystal_size_mid          .14
_exptl_crystal_size_min          .11
_exptl_crystal_colour            colorless

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .9311
_exptl_absorpt_correction_T_max  .967
_diffrn_reflns_number            11032
_reflns_number_total             2484
_reflns_number_gt                1367
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         27.9
_diffrn_reflns_theta_full        27.9
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .057
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .029
_refine_ls_wR_factor_ref         .029
_refine_ls_goodness_of_fit_ref   1.07(2)
_refine_ls_number_reflns         1437
_refine_ls_number_parameters     162
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0001(Fo²)]
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_shift/su_max          .0003
_refine_diff_density_max         .339
_refine_diff_density_min         -.209
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details none

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    SIR97
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
Cl .48756(5) .32786(4) .57168(5) .0421(3) 1.00000 Uani
N1 .12759(15) .49080(12) .65968(12) .0286(8) 1.00000 Uani
N2 .03091(15) .62291(12) .63156(12) .0303(8) 1.00000 Uani
C1 .14356(18) .58232(13) .66222(14) .0283(10) 1.00000 Uani
C2 -.00054(17) .47102(13) .62620(14) .0282(10) 1.00000 Uani
C3 -.0662(2) .38822(15) .61126(15) .0354(11) 1.00000 Uani
C4 -.1955(3) .39495(16) .57901(16) .0390(12) 1.00000 Uani
C5 -.2576(2) .48009(16) .55987(15) .0377(11) 1.00000 Uani
C6 -.19264(19) .56226(16) .57353(15) .0334(10) 1.00000 Uani
C7 -.06203(18) .55581(13) .60799(13) .0280(9) 1.00000 Uani
C8 .26470(19) .63331(14) .69427(19) .0340(10) 1.00000 Uani
C9 .38146(18) .57298(14) .72364(17) .0305(10) 1.00000 Uani
C10 .50000 .6306(3) .75000 .0389(15) 1.00000 Uani
O1w .29680(15) .34687(10) .70229(14) .0408(8) 1.00000 Uani
H01 .181(3) .4497(15) .6758(16) .04000 1.00000 Uiso
H02 .021(2) .6840(15) .6211(16) .04000 1.00000 Uiso
H3 -.026(2) .3313(15) .6206(15) .04000 1.00000 Uiso
H4 -.241(3) .3409(15) .5647(16) .04000 1.00000 Uiso
H5 -.344(3) .4799(14) .5383(15) .04000 1.00000 Uiso
H6 -.231(2) .6179(15) .5587(16) .04000 1.00000 Uiso
H81 .264(2) .6715(15) .6361(16) .04000 1.00000 Uiso
H82 .2658(19) .6724(15) .7551(16) .04000 1.00000 Uiso
H91 .3879(19) .5345(14) .7835(16) .04000 1.00000 Uiso
H92 .3767(19) .5309(15) .6665(16) .04000 1.00000 Uiso
H10 .496(2) .6698(14) .6898(15) .04000 1.00000 Uiso
H1w .348(3) .3463(15) .7648(18) .04000 1.00000 Uiso
H2w .338(3) .3416(16) .6646(18) .04000 1.00000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C1 . . 1.334(3)
N1 C2 . . 1.395(3)
N1 H01 . . .83(3)
N2 C1 . . 1.336(3)
N2 C7 . . 1.386(3)
N2 H02 . . .90(3)
C1 C8 . . 1.486(3)
C2 C3 . . 1.387(3)
C2 C7 . . 1.390(3)
C3 C4 . . 1.381(4)
C3 H3 . . .93(3)
C4 C5 . . 1.397(4)
C4 H4 . . .92(3)
C5 C6 . . 1.376(4)
C5 H5 . . .92(3)
C6 C7 . . 1.394(3)
C6 H6 . . .90(3)
C8 C9 . . 1.520(3)
C8 H81 . . .95(3)
C8 H82 . . .99(3)
C9 C10 . . 1.515(3)
C9 H91 . . .96(3)
C9 H92 . . .97(3)
C10 H10 . . .98(3)
C10 H10 . 2_656 .98(3)
O1w H1w . . .84(2)
O1w H2w . . .80(3)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C1 N1 C2 . . . 109.18(16)
C1 N1 H01 . . . 128.7(16)
C2 N1 H01 . . . 122.1(16)
C1 N2 C7 . . . 109.53(16)
C1 N2 H02 . . . 122.5(15)
C7 N2 H02 . . . 127.5(14)
N1 C1 N2 . . . 108.72(17)
N1 C1 C8 . . . 127.07(17)
N2 C1 C8 . . . 124.21(17)
N1 C2 C3 . . . 132.17(18)
N1 C2 C7 . . . 106.26(16)
C3 C2 C7 . . . 121.58(18)
C2 C3 C4 . . . 116.32(19)
C2 C3 H3 . . . 122.1(14)
C4 C3 H3 . . . 121.6(14)
C3 C4 C5 . . . 122.2(3)
C3 C4 H4 . . . 117.7(14)
C5 C4 H4 . . . 119.9(14)
C4 C5 C6 . . . 121.6(2)
C4 C5 H5 . . . 118.0(13)
C6 C5 H5 . . . 120.4(13)
C5 C6 C7 . . . 116.41(19)
C5 C6 H6 . . . 123.1(14)
C7 C6 H6 . . . 120.5(14)
N2 C7 C2 . . . 106.32(16)
N2 C7 C6 . . . 131.76(18)
C2 C7 C6 . . . 121.92(18)
C1 C8 C9 . . . 115.24(17)
C1 C8 H81 . . . 107.0(12)
C1 C8 H82 . . . 106.1(13)
C9 C8 H81 . . . 108.5(14)
C9 C8 H82 . . . 110.1(11)
H81 C8 H82 . . . 109.9(18)
C8 C9 C10 . . . 111.60(17)
C8 C9 H91 . . . 111.4(14)
C8 C9 H92 . . . 110.1(12)
C10 C9 H91 . . . 108.1(12)
C10 C9 H92 . . . 109.9(14)
H91 C9 H92 . . . 105.6(18)
C9 C10 H10 . . . 109.8(12)
C9 C10 C9 . . 2_656 113.3(3)
C9 C10 H10 . . 2_656 107.4(14)
H10 C10 C9 . . 2_656 107.4(14)
H10 C10 H10 . . 2_656 109.1(18)
C9 C10 H10 2_656 . 2_656 109.8(12)
H1w O1w H2w . . . 106(3)

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C2 N1 C1 N2 . . . . -.1(3)
C2 N1 C1 C8 . . . . 179.4(3)
H01 N1 C1 N2 . . . . -179(3)
H01 N1 C1 C8 . . . . 0(3)
C1 N1 C2 C3 . . . . -179.3(3)
C1 N1 C2 C7 . . . . .2(3)
H01 N1 C2 C3 . . . . -.6(19)
H01 N1 C2 C7 . . . . 178.9(19)
C7 N2 C1 N1 . . . . -.1(3)
C7 N2 C1 C8 . . . . -179.6(2)
H02 N2 C1 N1 . . . . -173.2(17)
H02 N2 C1 C8 . . . . 7.4(17)
C1 N2 C7 C2 . . . . .2(3)
C1 N2 C7 C6 . . . . 179.7(3)
H02 N2 C7 C2 . . . . 172.9(19)
H02 N2 C7 C6 . . . . -7.6(19)
N1 C1 C8 C9 . . . . 2.1(4)
N1 C1 C8 H81 . . . . 122.7(15)
N1 C1 C8 H82 . . . . -120.1(12)
N2 C1 C8 C9 . . . . -178.5(2)
N2 C1 C8 H81 . . . . -57.9(15)
N2 C1 C8 H82 . . . . 59.3(12)
N1 C2 C3 C4 . . . . 178.5(3)
N1 C2 C3 H3 . . . . -3.0(16)
C7 C2 C3 C4 . . . . -1.0(3)
C7 C2 C3 H3 . . . . 177.4(16)
N1 C2 C7 N2 . . . . -.3(3)
N1 C2 C7 C6 . . . . -179.83(18)
C3 C2 C7 N2 . . . . 179.34(18)
C3 C2 C7 C6 . . . . -.2(3)
C2 C3 C4 C5 . . . . 1.5(4)
C2 C3 C4 H4 . . . . 176.3(16)
H3 C3 C4 C5 . . . . -176.9(16)
H3 C3 C4 H4 . . . . -2(3)
C3 C4 C5 C6 . . . . -.8(4)
C3 C4 C5 H5 . . . . 179.8(16)
H4 C4 C5 C6 . . . . -175.6(16)
H4 C4 C5 H5 . . . . 5(3)
C4 C5 C6 C7 . . . . -.4(4)
C4 C5 C6 H6 . . . . 177.0(17)
H5 C5 C6 C7 . . . . 179.0(16)
H5 C5 C6 H6 . . . . -4(3)
C5 C6 C7 N2 . . . . -178.5(3)
C5 C6 C7 C2 . . . . .9(3)
H6 C6 C7 N2 . . . . 4.0(17)
H6 C6 C7 C2 . . . . -176.6(16)
C1 C8 C9 C10 . . . . 177.21(17)
C1 C8 C9 H91 . . . . -61.9(13)
C1 C8 C9 H92 . . . . 54.9(15)
H81 C8 C9 C10 . . . . 57.4(13)
H81 C8 C9 H91 . . . . 178.3(18)
H81 C8 C9 H92 . . . . -65.0(19)
H82 C8 C9 C10 . . . . -62.9(15)
H82 C8 C9 H91 . . . . 58.0(19)
H82 C8 C9 H92 . . . . 175(2)
C8 C9 C10 H10 . . . . -58.1(14)
C8 C9 C10 C9 . . . 2_656 -178.15(17)
C8 C9 C10 H10 . . . 2_656 60.4(12)
H91 C9 C10 H10 . . . . 179(2)
H91 C9 C10 C9 . . . 2_656 59.1(15)
H91 C9 C10 H10 . . . 2_656 -62.4(19)
H92 C9 C10 H10 . . . . 64.4(19)
H92 C9 C10 C9 . . . 2_656 -55.7(13)
H92 C9 C10 H10 . . . 2_656 -177.1(17)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

N1 H01 O1w . . . 0.83(2) 1.93(2) 2.754(2) 174(2)
O1w H1w Cl 1_555 1_555 2_656 0.84(2) 2.37(2) 3.205(2) 170(2)
O1w H2w Cl . . . 0.80(3) 2.42(3) 3.219(2) 172(2)
N2 H02 Cl 1_555 1_555 5_455 0.90(2) 2.18(2) 3.066(2) 172(2)

#=END================================================================

data_XALA
_database_code_depnum_ccdc_archive 'CCDC 710437'

_chemical_formula_moiety         'C20 H24 N4, 2(Cl)'
_chemical_formula_sum            'C20 H24 Cl2 N4'
_chemical_formula_weight         391.4

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P bca'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
-x,-y,-z
1/2+x,+y,1/2-z
1/2-x,1/2+y,+z
+x,1/2-y,1/2+z
_cell_length_a                   6.9279(4)
_cell_length_b                   17.4853(12)
_cell_length_c                   16.1931(11)
_cell_angle_alpha                90.00000
_cell_angle_beta                 90.00000
_cell_angle_gamma                90.00000
_cell_volume                     1961.6(2)
_cell_formula_units_Z            4
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    7283
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      27.9
_cell_measurement_temperature    200
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    .341
_exptl_crystal_description       plate
_exptl_crystal_size_max          .34
_exptl_crystal_size_mid          .166
_exptl_crystal_size_min          .045
_exptl_crystal_colour            colorless

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .9263
_exptl_absorpt_correction_T_max  .9847
_diffrn_reflns_number            20927
_reflns_number_total             2323
_reflns_number_gt                955
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         27.9
_diffrn_reflns_theta_full        27.9
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .091
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .030
_refine_ls_wR_factor_ref         .029
_refine_ls_goodness_of_fit_ref   1.30(3)
_refine_ls_number_reflns         1064
_refine_ls_number_parameters     154
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.00015(Fo²)]
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_shift/su_max          .0002
_refine_diff_density_max         .399
_refine_diff_density_min         -.315
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details none

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    Multan_87
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_BONDLA_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
Cl .00438(19) .30235(4) .38948(4) .0407(4) 1.00000 Uani
N1 .4914(6) .22556(10) .42074(12) .0294(10) 1.00000 Uani
N2 .4807(6) .24394(11) .28890(12) .0329(13) 1.00000 Uani
C1 .4755(6) .15326(12) .38467(13) .0278(13) 1.00000 Uani
C2 .4686(6) .08046(13) .41800(17) .0369(17) 1.00000 Uani
C3 .4540(5) .02079(15) .36208(18) .0417(19) 1.00000 Uani
C4 .4448(5) .03358(17) .27750(18) .045(3) 1.00000 Uani
C5 .4527(5) .10573(16) .24382(19) .0390(19) 1.00000 Uani
C6 .4688(6) .16596(13) .29984(15) .0311(15) 1.00000 Uani
C7 .4938(6) .27865(11) .36185(13) .0299(12) 1.00000 Uani
C8 .5121(7) .36240(13) .37178(14) .0330(14) 1.00000 Uani
C9 .4886(7) .39437(13) .45881(14) .0334(14) 1.00000 Uani
C10 .5179(7) .48142(14) .45819(16) .0337(15) 1.00000 Uani
H01 .488(6) .2342(14) .4686(15) .04000 1.00000 Uiso
H02 .486(6) .2621(14) .2459(17) .04000 1.00000 Uiso
H2 .472(5) .0725(13) .4720(16) .04000 1.00000 Uiso
H3 .448(4) -.0323(15) .3813(15) .04000 1.00000 Uiso
H4 .432(5) -.0112(16) .2439(18) .04000 1.00000 Uiso
H5 .447(4) .1184(15) .1924(18) .04000 1.00000 Uiso
H81 .636(5) .3744(17) .349(2) .04000 1.00000 Uiso
H82 .419(5) .3803(17) .3376(19) .04000 1.00000 Uiso
H91 .362(5) .3824(16) .4822(19) .04000 1.00000 Uiso
H92 .578(5) .3705(16) .4945(18) .04000 1.00000 Uiso
H101 .650(5) .4921(15) .4394(17) .04000 1.00000 Uiso
H102 .430(5) .5053(15) .4175(18) .04000 1.00000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C1 . . 1.397(3)
N1 C7 . . 1.331(3)
N1 H01 . . .79(3)
N2 C6 . . 1.378(3)
N2 C7 . . 1.331(3)
N2 H02 . . .77(3)
C1 C2 . . 1.383(4)
C1 C6 . . 1.392(4)
C2 C3 . . 1.385(4)
C2 H2 . . .89(3)
C3 C4 . . 1.389(5)
C3 H3 . . .98(3)
C4 C5 . . 1.375(4)
C4 H4 . . .96(3)
C5 C6 . . 1.394(4)
C5 H5 . . .86(3)
C7 C8 . . 1.479(3)
C8 C9 . . 1.525(4)
C8 H81 . . .96(4)
C8 H82 . . .91(4)
C9 C10 . . 1.535(4)
C9 H91 . . .98(4)
C9 H92 . . .95(3)
C10 H101 . . .99(4)
C10 H102 . . .99(3)
C10 C10 . 5_666 1.522(4)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C1 N1 C7 . . . 109.42(18)
C1 N1 H01 . . . 125.5(17)
C7 N1 H01 . . . 124.8(17)
C6 N2 C7 . . . 109.95(18)
C6 N2 H02 . . . 122.0(18)
C7 N2 H02 . . . 127.9(19)
N1 C1 C2 . . . 132.2(3)
N1 C1 C6 . . . 105.72(18)
C2 C1 C6 . . . 122.0(3)
C1 C2 C3 . . . 116.1(3)
C1 C2 H2 . . . 122.0(15)
C3 C2 H2 . . . 121.9(15)
C2 C3 C4 . . . 121.8(3)
C2 C3 H3 . . . 120.6(14)
C4 C3 H3 . . . 117.7(14)
C3 C4 C5 . . . 122.5(3)
C3 C4 H4 . . . 115.7(17)
C5 C4 H4 . . . 121.8(17)
C4 C5 C6 . . . 116.0(3)
C4 C5 H5 . . . 128.1(18)
C6 C5 H5 . . . 116.0(18)
N2 C6 C1 . . . 106.42(19)
N2 C6 C5 . . . 132.0(3)
C1 C6 C5 . . . 121.6(3)
N1 C7 N2 . . . 108.49(18)
N1 C7 C8 . . . 127.87(19)
N2 C7 C8 . . . 123.63(19)
C7 C8 C9 . . . 117.0(2)
C7 C8 H81 . . . 104.5(18)
C7 C8 H82 . . . 102.5(19)
C9 C8 H81 . . . 112.0(19)
C9 C8 H82 . . . 111(2)
H81 C8 H82 . . . 109(3)
C8 C9 C10 . . . 110.1(2)
C8 C9 H91 . . . 112.0(18)
C8 C9 H92 . . . 109.5(18)
C10 C9 H91 . . . 109.4(17)
C10 C9 H92 . . . 110.8(18)
H91 C9 H92 . . . 105(3)
C9 C10 H101 . . . 108.3(16)
C9 C10 H102 . . . 110.0(16)
C9 C10 C10 . . 5_666 113.3(3)
H101 C10 H102 . . . 107(3)
H101 C10 C10 . . 5_666 110.2(16)
H102 C10 C10 . . 5_666 108.2(17)

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C7 N1 C1 C2 . . . . 179.4(5)
C7 N1 C1 C6 . . . . .1(5)
H01 N1 C1 C2 . . . . -7(4)
H01 N1 C1 C6 . . . . 174(4)
C1 N1 C7 N2 . . . . -.2(5)
C1 N1 C7 C8 . . . . -178.9(5)
H01 N1 C7 N2 . . . . -174(4)
H01 N1 C7 C8 . . . . 7(4)
C7 N2 C6 C1 . . . . -.1(5)
C7 N2 C6 C5 . . . . 179.9(4)
H02 N2 C6 C1 . . . . 176(4)
H02 N2 C6 C5 . . . . -4(4)
C6 N2 C7 N1 . . . . .2(5)
C6 N2 C7 C8 . . . . 178.9(4)
H02 N2 C7 N1 . . . . -175(4)
H02 N2 C7 C8 . . . . 3(4)
N1 C1 C2 C3 . . . . -179.4(4)
N1 C1 C2 H2 . . . . 1(3)
C6 C1 C2 C3 . . . . -.2(6)
C6 C1 C2 H2 . . . . -180(3)
N1 C1 C6 N2 . . . . -.0(4)
N1 C1 C6 C5 . . . . -180.0(4)
C2 C1 C6 N2 . . . . -179.4(4)
C2 C1 C6 C5 . . . . .7(6)
C1 C2 C3 C4 . . . . -.6(6)
C1 C2 C3 H3 . . . . -179.7(18)
H2 C2 C3 C4 . . . . 179(3)
H2 C2 C3 H3 . . . . 0(4)
C2 C3 C4 C5 . . . . 1.0(6)
C2 C3 C4 H4 . . . . -178.8(19)
H3 C3 C4 C5 . . . . -179.9(18)
H3 C3 C4 H4 . . . . 0(3)
C3 C4 C5 C6 . . . . -.6(5)
C3 C4 C5 H5 . . . . -180(3)
H4 C4 C5 C6 . . . . 179(3)
H4 C4 C5 H5 . . . . 0(4)
C4 C5 C6 N2 . . . . 179.8(4)
C4 C5 C6 C1 . . . . -.3(5)
H5 C5 C6 N2 . . . . -1(3)
H5 C5 C6 C1 . . . . 179(3)
N1 C7 C8 C9 . . . . -12.4(7)
N1 C7 C8 H81 . . . . 112(2)
N1 C7 C8 H82 . . . . -134(2)
N2 C7 C8 C9 . . . . 169.1(4)
N2 C7 C8 H81 . . . . -66(2)
N2 C7 C8 H82 . . . . 47(3)
C7 C8 C9 C10 . . . . 178.3(4)
C7 C8 C9 H91 . . . . -59.7(19)
C7 C8 C9 H92 . . . . 56(2)
H81 C8 C9 C10 . . . . 58(2)
H81 C8 C9 H91 . . . . 180(3)
H81 C8 C9 H92 . . . . -64(3)
H82 C8 C9 C10 . . . . -64(3)
H82 C8 C9 H91 . . . . 58(3)
H82 C8 C9 H92 . . . . 173(3)
C8 C9 C10 H101 . . . . -61.7(18)
C8 C9 C10 H102 . . . . 54.5(19)
C8 C9 C10 C10 . . . 5_666 175.7(4)
H91 C9 C10 H101 . . . . 175(3)
H91 C9 C10 H102 . . . . -69(3)
H91 C9 C10 C10 . . . 5_666 52(2)
H92 C9 C10 H101 . . . . 60(3)
H92 C9 C10 H102 . . . . 176(3)
H92 C9 C10 C10 . . . 5_666 -63(2)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H01 Cl . . 3_556 0.79(2) 2.39(2) 3.113(2) 153(2)
N2 H02 Cl . . 6_555 0.77(3) 2.31(3) 3.068(2) 173(2)

#=END====================================================================

data_SIVE
_database_code_depnum_ccdc_archive 'CCDC 710438'

_chemical_formula_moiety         'C20 H24 N4, O4 S, H2 O'
_chemical_formula_sum            'C20 H26 N4 O5 S'
_chemical_formula_weight         434.6

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
1/2-x,1/2+y,1/2-z
-x,-y,-z
1/2+x,1/2-y,1/2+z
_cell_length_a                   12.5425(10)
_cell_length_b                   12.2044(7)
_cell_length_c                   13.7212(10)
_cell_angle_alpha                90.00000
_cell_angle_beta                 106.133(9)
_cell_angle_gamma                90.00000
_cell_volume                     2017.6(3)
_cell_formula_units_Z            4
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      4.0
_cell_measurement_theta_max      26.8
_cell_measurement_temperature    200
_exptl_crystal_F_000             920
_exptl_absorpt_coefficient_mu    .202
_exptl_crystal_description       prism
_exptl_crystal_size_max          .155
_exptl_crystal_size_mid          .151
_exptl_crystal_size_min          .115
_exptl_crystal_colour            colorless

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .9664
_exptl_absorpt_correction_T_max  .9879
_diffrn_reflns_number            26596
_reflns_number_total             4118
_reflns_number_gt                2142
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         26.8
_diffrn_reflns_theta_full        26.8
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .073
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .036
_refine_ls_wR_factor_ref         .036
_refine_ls_goodness_of_fit_ref   1.24(1)
_refine_ls_number_reflns         2350
_refine_ls_number_parameters     272
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0002(Fo²)]
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          .007
_refine_diff_density_max         .39
_refine_diff_density_min         -.866
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details none

_publ_section_exptl_refinement   
;
Hydrogen treatment:
- H2O: observed and refined with a fixed value of Uiso.
- Other H atoms: calculated
;

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    SIR97
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
S Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .11 .124

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
N1 .71322(17) .84648(17) .87654(18) .0260(12) 1.00000 Uani
N2 .83139(16) .71807(18) .86966(17) .0262(12) 1.00000 Uani
N3 .57092(17) .66536(17) .13918(18) .0258(12) 1.00000 Uani
N4 .70297(17) .54321(17) .16791(17) .0253(12) 1.00000 Uani
C1 .7621(2) .8140(2) .9760(3) .0244(14) 1.00000 Uani
C2 .7468(3) .8483(3) 1.0682(3) .0290(15) 1.00000 Uani
C3 .8110(3) .7982(3) 1.1539(3) .0329(16) 1.00000 Uani
C4 .8869(3) .7153(3) 1.1495(3) .0315(15) 1.00000 Uani
C5 .9013(3) .6803(3) 1.0585(3) .0287(15) 1.00000 Uani
C6 .8378(2) .7323(3) .9716(3) .0246(14) 1.00000 Uani
C7 .7559(2) .7873(3) .8144(3) .0252(14) 1.00000 Uani
C8 .7261(3) .7980(3) .7032(3) .0291(15) 1.00000 Uani
C9 .6740(3) .6947(3) .6455(3) .0288(14) 1.00000 Uani
C10 .6560(3) .7050(3) .5319(3) .0292(15) 1.00000 Uani
C11 .5999(3) .6042(3) .4766(3) .0355(16) 1.00000 Uani
C12 .5710(3) .6068(3) .3619(3) .0362(16) 1.00000 Uani
C13 .6700(3) .6326(3) .3218(3) .0323(16) 1.00000 Uani
C14 .6479(3) .6136(2) .2111(3) .0257(14) 1.00000 Uani
C15 .5771(3) .6295(3) .0451(3) .0247(14) 1.00000 Uani
C16 .5184(3) .6598(3) -.0530(3) .0295(15) 1.00000 Uani
C17 .5493(3) .6083(3) -.1307(3) .0319(16) 1.00000 Uani
C18 .6341(3) .5307(3) -.1123(3) .0332(16) 1.00000 Uani
C19 .6916(3) .5002(3) -.0157(3) .0297(15) 1.00000 Uani
C20 .6613(2) .5510(2) .0632(3) .0236(14) 1.00000 Uani
S .99700(6) .57344(6) .73527(6) .0254(4) 1.00000 Uani
O1 .94710(15) .67433(15) .68330(17) .0387(11) 1.00000 Uani
O2 .95417(18) .55537(16) .82283(16) .0443(12) 1.00000 Uani
O3 1.11709(15) .58416(16) .76473(16) .0397(11) 1.00000 Uani
O4 .96454(16) .48004(17) .66552(17) .0427(12) 1.00000 Uani
O1w 1.0912(3) .4011(3) .5406(3) .0829(9) 1.00000 Uiso
H01 .65668 .90362 .85537 .04000 1.00000 Uiso
H02 .87516 .66569 .84264 .04000 1.00000 Uiso
H03 .51847 .71985 .15098 .04000 1.00000 Uiso
H04 .76263 .49417 .20425 .04000 1.00000 Uiso
H2 .69279 .90537 1.07141 .04000 1.00000 Uiso
H3 .80356 .82094 1.22022 .04000 1.00000 Uiso
H4 .93071 .68135 1.21269 .04000 1.00000 Uiso
H5 .95376 .62175 1.05519 .04000 1.00000 Uiso
H81 .67282 .85827 .68321 .04000 1.00000 Uiso
H82 .79355 .81545 .68365 .04000 1.00000 Uiso
H91 .72338 .63243 .67035 .04000 1.00000 Uiso
H92 .60217 .68159 .65859 .04000 1.00000 Uiso
H101 .60933 .76902 .50714 .04000 1.00000 Uiso
H102 .72813 .71446 .51820 .04000 1.00000 Uiso
H111 .64972 .54171 .50005 .04000 1.00000 Uiso
H112 .53098 .59287 .49557 .04000 1.00000 Uiso
H121 .54143 .53499 .33587 .04000 1.00000 Uiso
H122 .51418 .66299 .33714 .04000 1.00000 Uiso
H131 .68994 .70978 .33573 .04000 1.00000 Uiso
H132 .73233 .58611 .35733 .04000 1.00000 Uiso
H16 .45884 .71441 -.06624 .04000 1.00000 Uiso
H17 .50998 .62674 -.20112 .04000 1.00000 Uiso
H18 .65334 .49706 -.17007 .04000 1.00000 Uiso
H19 .75110 .44550 -.00313 .04000 1.00000 Uiso
H01w 1.0454(18) .4373(19) .5809(14) .04000 1.00000 Uiso
H02w 1.0641(19) .425(3) .4685(10) .04000 1.00000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C1 . . 1.389(4)
N1 C7 . . 1.337(4)
N2 C6 . . 1.390(4)
N2 C7 . . 1.337(3)
N3 C14 . . 1.333(4)
N3 C15 . . 1.386(4)
N4 C14 . . 1.340(4)
N4 C20 . . 1.389(4)
C1 C2 . . 1.396(5)
C1 C6 . . 1.389(4)
C2 C3 . . 1.371(4)
C3 C4 . . 1.402(4)
C4 C5 . . 1.377(5)
C5 C6 . . 1.390(4)
C7 C8 . . 1.472(4)
C8 C9 . . 1.534(4)
C9 C10 . . 1.517(5)
C10 C11 . . 1.512(4)
C11 C12 . . 1.514(5)
C12 C13 . . 1.524(5)
C13 C14 . . 1.484(5)
C15 C16 . . 1.392(4)
C15 C20 . . 1.396(4)
C16 C17 . . 1.383(5)
C17 C18 . . 1.393(4)
C18 C19 . . 1.373(4)
C19 C20 . . 1.389(5)
S O1 . . 1.4725(19)
S O2 . . 1.463(3)
S O3 . . 1.4529(19)
S O4 . . 1.471(3)
O1w H01w . . 1.00(3)
O1w H02w . . .996(14)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C1 N1 C7 . . . 109.0(3)
C6 N2 C7 . . . 109.0(3)
C14 N3 C15 . . . 108.9(3)
C14 N4 C20 . . . 108.8(2)
N1 C1 C2 . . . 132.1(3)
N1 C1 C6 . . . 106.4(3)
C2 C1 C6 . . . 121.5(3)
C1 C2 C3 . . . 116.6(3)
C2 C3 C4 . . . 121.9(3)
C3 C4 C5 . . . 121.6(3)
C4 C5 C6 . . . 116.6(3)
N2 C6 C1 . . . 106.5(3)
N2 C6 C5 . . . 131.7(3)
C1 C6 C5 . . . 121.8(3)
N1 C7 N2 . . . 109.0(3)
N1 C7 C8 . . . 125.6(3)
N2 C7 C8 . . . 125.4(3)
C7 C8 C9 . . . 114.3(3)
C8 C9 C10 . . . 112.5(3)
C9 C10 C11 . . . 111.3(3)
C10 C11 C12 . . . 116.6(3)
C11 C12 C13 . . . 113.3(3)
C12 C13 C14 . . . 113.5(3)
N3 C14 N4 . . . 109.4(3)
N3 C14 C13 . . . 125.1(3)
N4 C14 C13 . . . 125.5(3)
N3 C15 C16 . . . 131.7(3)
N3 C15 C20 . . . 106.6(3)
C16 C15 C20 . . . 121.7(3)
C15 C16 C17 . . . 116.0(3)
C16 C17 C18 . . . 122.1(3)
C17 C18 C19 . . . 122.0(3)
C18 C19 C20 . . . 116.6(3)
N4 C20 C15 . . . 106.3(3)
N4 C20 C19 . . . 132.0(3)
C15 C20 C19 . . . 121.6(3)
O1 S O2 . . . 108.67(13)
O1 S O3 . . . 109.13(11)
O1 S O4 . . . 109.23(12)
O2 S O3 . . . 111.96(13)
O2 S O4 . . . 108.61(13)
O3 S O4 . . . 109.20(13)
H01w O1w H02w . . . 109.3(18)

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C7 N1 C1 C2 . . . . -179.3(3)
C7 N1 C1 C6 . . . . .5(3)
C1 N1 C7 N2 . . . . -.5(3)
C1 N1 C7 C8 . . . . -179.4(3)
C7 N2 C6 C1 . . . . -.0(3)
C7 N2 C6 C5 . . . . 179.0(3)
C6 N2 C7 N1 . . . . .3(3)
C6 N2 C7 C8 . . . . 179.2(3)
C15 N3 C14 N4 . . . . -1.4(3)
C15 N3 C14 C13 . . . . 177.8(3)
C14 N3 C15 C16 . . . . -177.8(3)
C14 N3 C15 C20 . . . . 1.0(3)
C20 N4 C14 N3 . . . . 1.2(3)
C20 N4 C14 C13 . . . . -178.1(3)
C14 N4 C20 C15 . . . . -.5(3)
C14 N4 C20 C19 . . . . 177.0(3)
N1 C1 C2 C3 . . . . -179.5(3)
C6 C1 C2 C3 . . . . .7(4)
N1 C1 C6 N2 . . . . -.3(3)
N1 C1 C6 C5 . . . . -179.4(3)
C2 C1 C6 N2 . . . . 179.6(3)
C2 C1 C6 C5 . . . . .5(4)
C1 C2 C3 C4 . . . . -1.1(5)
C2 C3 C4 C5 . . . . .4(5)
C3 C4 C5 C6 . . . . .8(4)
C4 C5 C6 N2 . . . . 180.0(3)
C4 C5 C6 C1 . . . . -1.2(4)
N1 C7 C8 C9 . . . . -117.7(3)
N2 C7 C8 C9 . . . . 63.5(4)
C7 C8 C9 C10 . . . . -173.8(3)
C8 C9 C10 C11 . . . . -177.4(3)
C9 C10 C11 C12 . . . . 176.4(3)
C10 C11 C12 C13 . . . . 54.6(4)
C11 C12 C13 C14 . . . . 168.4(3)
C12 C13 C14 N3 . . . . 61.4(4)
C12 C13 C14 N4 . . . . -119.5(3)
N3 C15 C16 C17 . . . . 178.1(3)
C20 C15 C16 C17 . . . . -.6(4)
N3 C15 C20 N4 . . . . -.3(3)
N3 C15 C20 C19 . . . . -178.2(3)
C16 C15 C20 N4 . . . . 178.6(3)
C16 C15 C20 C19 . . . . .8(4)
C15 C16 C17 C18 . . . . -.1(5)
C16 C17 C18 C19 . . . . .5(5)
C17 C18 C19 C20 . . . . -.3(5)
C18 C19 C20 N4 . . . . -177.5(3)
C18 C19 C20 C15 . . . . -.3(4)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

O1w H01w O4 . . . 1.00(2) 1.82(2) 2.811(4) 170(2)
O1w H02w O4 . . 3_766 1.00(1) 2.12(2) 3.082(4) 162(2)
N1 H01 O4 . . 2_656 0.98 1.74 2.692(3) 164
N2 H02 O2 . . . 0.98 1.74 2.698(3) 166
N3 H03 O1 . . 4_464 0.98 1.70 2.670(3) 170
N4 H04 O3 . . 3_766 0.98 1.74 2.684(3) 162

#==END===============================================================

data_SMNV
_database_code_depnum_ccdc_archive 'CCDC 710439'

_chemical_formula_moiety         'C22 H28 N4, 3(C H4 O), 2(Cl)'
_chemical_formula_sum            'C25 H40 Cl2 N4 O3'
_chemical_formula_weight         515.6

_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,1/2+y,1/2-z
-x,-y,-z
+x,1/2-y,1/2+z
_cell_length_a                   9.2924(8)
_cell_length_b                   10.5151(6)
_cell_length_c                   14.2154(13)
_cell_angle_alpha                90.00000
_cell_angle_beta                 98.103(10)
_cell_angle_gamma                90.00000
_cell_volume                     1375.1(2)
_cell_formula_units_Z            2
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      3.7
_cell_measurement_theta_max      26.9
_cell_measurement_temperature    200
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    .27
_exptl_crystal_description       prism
_exptl_crystal_size_max          .35
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .14
_exptl_crystal_colour            colorless

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .9262
_exptl_absorpt_correction_T_max  .9717
_diffrn_reflns_number            19095
_reflns_number_total             2995
_reflns_number_gt                1402
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         26.9
_diffrn_reflns_theta_full        26.9
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .079
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .036
_refine_ls_wR_factor_ref         .036
_refine_ls_goodness_of_fit_ref   1.51(3)
_refine_ls_number_reflns         1489
_refine_ls_number_parameters     163
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.00015(Fo²)]
_refine_ls_hydrogen_treatment    noref
_refine_ls_shift/su_max          .001
_refine_diff_density_max         .44
_refine_diff_density_min         -.513
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details none

_refine_special_details          
;
Hydrogen treatment:

- MeOH (C201-O201) was desordered around a center of inversion and
refined with population parameters of 0.5. Hydrogen atoms for this
molecule were not observed nor calculated.
;

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    SIR97
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
Cl .27887(8) .66854(8) .82307(6) .0565(4) 1.00000 Uani
N1 .5089(3) .7741(2) .63361(14) .0387(12) 1.00000 Uani
N2 .5045(3) .56739(19) .62907(14) .0369(12) 1.00000 Uani
C1 .6496(3) .7342(3) .66878(18) .0375(15) 1.00000 Uani
C2 .7750(4) .8025(3) .70123(19) .0459(16) 1.00000 Uani
C3 .8977(4) .7301(3) .7307(3) .0515(17) 1.00000 Uani
C4 .8945(3) .5971(3) .7287(3) .0519(17) 1.00000 Uani
C5 .7694(3) .5293(3) .69653(18) .0436(15) 1.00000 Uani
C6 .6461(3) .6020(3) .66635(18) .0371(14) 1.00000 Uani
C7 .4256(3) .6726(3) .61076(16) .0363(12) 1.00000 Uani
C8 .2696(3) .6791(3) .56961(17) .0436(14) 1.00000 Uani
C9 .1961(3) .5501(3) .55395(18) .0426(14) 1.00000 Uani
C10 .0397(3) .5631(3) .50651(18) .0437(14) 1.00000 Uani
C11 .4585(4) .9066(3) .6229(3) .0515(16) 1.00000 Uani
O101 .5489(2) .68560(17) .40098(16) .0649(12) 1.00000 Uani
C101 .6631(4) .7739(3) .42324(19) .0482(15) 1.00000 Uani
O201 .8371(6) 1.0167(5) .5179(4) .096(4) .50000 Uani
C201 .988(3) .981(3) .515(3) .105(13) .50000 Uani
H2 .77642 .89573 .70348 .05000 1.00000 Uiso
H3 .98988 .77391 .75374 .05000 1.00000 Uiso
H4 .98446 .54973 .75053 .05000 1.00000 Uiso
H5 .76752 .43580 .69494 .05000 1.00000 Uiso
H02 .46877 .48011 .61865 .05000 1.00000 Uiso
H81 .21815 .72856 .61255 .05000 1.00000 Uiso
H82 .26295 .72230 .50800 .05000 1.00000 Uiso
H91 .24984 .49813 .51381 .05000 1.00000 Uiso
H92 .19597 .50864 .61560 .05000 1.00000 Uiso
H101 -.01165 .61955 .54468 .05000 1.00000 Uiso
H102 .04116 .60102 .44316 .05000 1.00000 Uiso
H111 .54183 .96401 .63435 .05000 1.00000 Uiso
H112 .41002 .91960 .55808 .05000 1.00000 Uiso
H113 .39205 .92413 .66656 .05000 1.00000 Uiso
H0101 .46708 .72748 .36655 .05000 1.00000 Uiso
H1011 .63607 .83530 .47031 .05000 1.00000 Uiso
H1013 .68110 .81908 .36661 .05000 1.00000 Uiso
H1012 .75057 .72954 .45071 .05000 1.00000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C1 . . 1.397(4)
N1 C7 . . 1.332(4)
N1 C11 . . 1.470(4)
N2 C6 . . 1.396(3)
N2 C7 . . 1.332(4)
C1 C2 . . 1.391(4)
C1 C6 . . 1.391(4)
C2 C3 . . 1.386(4)
C3 C4 . . 1.399(5)
C4 C5 . . 1.386(4)
C5 C6 . . 1.394(4)
C7 C8 . . 1.487(4)
C8 C9 . . 1.521(4)
C9 C10 . . 1.520(4)
C10 C10 . 3_566 1.517(4)
O101 C101 . . 1.412(4)
O201 C201 . . 1.46(3)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C1 N1 C7 . . . 109.2(2)
C1 N1 C11 . . . 126.2(3)
C7 N1 C11 . . . 124.6(3)
C6 N2 C7 . . . 108.7(2)
N1 C1 C2 . . . 131.5(3)
N1 C1 C6 . . . 105.9(3)
C2 C1 C6 . . . 122.6(3)
C1 C2 C3 . . . 115.6(3)
C2 C3 C4 . . . 121.9(3)
C3 C4 C5 . . . 122.4(3)
C4 C5 C6 . . . 115.8(3)
N2 C6 C1 . . . 106.7(3)
N2 C6 C5 . . . 131.6(3)
C1 C6 C5 . . . 121.7(3)
N1 C7 N2 . . . 109.5(2)
N1 C7 C8 . . . 124.0(3)
N2 C7 C8 . . . 126.5(3)
C7 C8 C9 . . . 114.1(3)
C8 C9 C10 . . . 111.5(2)
C9 C10 C10 . . 3_566 113.2(3)
O201 C201 C201 . . 3_776 106(4)

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C7 N1 C1 C2 . . . . 179.5(3)
C7 N1 C1 C6 . . . . -.4(3)
C11 N1 C1 C2 . . . . -.4(5)
C11 N1 C1 C6 . . . . 179.6(3)
C1 N1 C7 N2 . . . . -.0(3)
C1 N1 C7 C8 . . . . -179.0(3)
C11 N1 C7 N2 . . . . 180.0(3)
C11 N1 C7 C8 . . . . 1.0(4)
C7 N2 C6 C1 . . . . -.6(3)
C7 N2 C6 C5 . . . . -179.8(3)
C6 N2 C7 N1 . . . . .4(3)
C6 N2 C7 C8 . . . . 179.4(3)
N1 C1 C2 C3 . . . . -179.5(3)
C6 C1 C2 C3 . . . . .4(5)
N1 C1 C6 N2 . . . . .6(3)
N1 C1 C6 C5 . . . . 179.9(3)
C2 C1 C6 N2 . . . . -179.3(3)
C2 C1 C6 C5 . . . . -.1(5)
C1 C2 C3 C4 . . . . -.6(5)
C2 C3 C4 C5 . . . . .6(5)
C3 C4 C5 C6 . . . . -.2(5)
C4 C5 C6 N2 . . . . 179.0(3)
C4 C5 C6 C1 . . . . -.1(4)
N1 C7 C8 C9 . . . . -177.3(3)
N2 C7 C8 C9 . . . . 3.9(4)
C7 C8 C9 C10 . . . . -176.7(3)
C8 C9 C10 C10 . . . 3_566 -177.5(3)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

O101 H0101 Cl . . 4_564 0.95 2.08 3.015(2) 166
N2 H02 O101 . . 3_666 0.98 1.77 2.729(3) 166

#=END=========================================================

data_NOMI
_database_code_depnum_ccdc_archive 'CCDC 710440'

_chemical_formula_moiety         'C22 H28 N4, Cl4 Co, H2 O'
_chemical_formula_sum            'C22 H30 Cl4 Co N4 O'
_chemical_formula_weight         567.3

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-p 1'

loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,-y,-z
_cell_length_a                   8.7775(6)
_cell_length_b                   9.8459(7)
_cell_length_c                   16.5945(12)
_cell_angle_alpha                101.171(8)
_cell_angle_beta                 92.926(8)
_cell_angle_gamma                112.318(8)
_cell_volume                     1289.24(19)
_cell_formula_units_Z            2
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_meas      not_measured
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_cell_measurement_reflns_used    7998
_cell_measurement_theta_min      3.7
_cell_measurement_theta_max      27.6
_cell_measurement_temperature    200
_exptl_crystal_F_000             586
_exptl_absorpt_coefficient_mu    1.1
_exptl_crystal_description       prism
_exptl_crystal_size_max          .24
_exptl_crystal_size_mid          .17
_exptl_crystal_size_min          .10
_exptl_crystal_colour            blue

_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean 6
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_absorpt_correction_T_min  .7933
_exptl_absorpt_correction_T_max  .8905
_diffrn_reflns_number            16921
_reflns_number_total             5736
_reflns_number_gt                3723
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_diffrn_reflns_theta_max         27.6
_diffrn_reflns_theta_full        27.6
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measured_fraction_theta_full 1.0
_diffrn_reflns_av_R_equivalents  .038
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_standards_decay_%        0

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           .027
_refine_ls_wR_factor_ref         .027
_refine_ls_goodness_of_fit_ref   1.30(2)
_refine_ls_number_reflns         3838
_refine_ls_number_parameters     301
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0001(Fo²)]
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          .002
_refine_diff_density_max         .621
_refine_diff_density_min         -.816
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details none

_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_structure_solution    SIR97
_computing_structure_refinement  xtal_CRYLSQ
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO

loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159
Co Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .299 .973

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
N1a .0199(2) .7234(2) -.08173(12) .0226(8) 1.00000 Uani
N2a .1022(2) .7236(2) .04429(12) .0234(8) 1.00000 Uani
C1a -.0694(3) .7856(3) -.02929(14) .0214(9) 1.00000 Uani
C2a -.1890(3) .8415(3) -.04609(15) .0255(9) 1.00000 Uani
C3a -.2515(3) .8959(3) .02193(16) .0287(10) 1.00000 Uani
C4a -.1978(3) .8951(3) .10283(16) .0287(10) 1.00000 Uani
C5a -.0789(3) .8406(3) .11938(15) .0275(10) 1.00000 Uani
C6a -.0163(3) .7857(3) .05107(14) .0223(9) 1.00000 Uani
C7a .1227(3) .6888(3) -.03458(15) .0234(9) 1.00000 Uani
C8a .2391(3) .6199(3) -.06672(15) .0269(9) 1.00000 Uani
C9a .3380(3) .5919(3) .00183(15) .0262(9) 1.00000 Uani
C10a .4495(3) .5142(3) -.03360(16) .0266(9) 1.00000 Uani
C11a .0054(3) .7021(3) -.17140(15) .0321(10) 1.00000 Uani
N1b .9381(3) .2417(3) .59180(12) .0258(8) 1.00000 Uani
N2b 1.0058(3) .4848(3) .62231(12) .0276(8) 1.00000 Uani
C1b 1.0986(3) .3085(3) .63610(14) .0267(10) 1.00000 Uani
C2b 1.2058(3) .2449(3) .66114(16) .0338(11) 1.00000 Uani
C3b 1.3581(3) .3452(4) .70552(17) .0393(12) 1.00000 Uani
C4b 1.4021(3) .5012(4) .72360(17) .0403(12) 1.00000 Uani
C5b 1.2960(3) .5637(3) .69862(16) .0348(11) 1.00000 Uani
C6b 1.1422(3) .4628(3) .65482(14) .0272(10) 1.00000 Uani
C7b .8861(3) .3520(3) .58622(14) .0264(10) 1.00000 Uani
C8b .7173(3) .3247(3) .54699(15) .0312(10) 1.00000 Uani
C9b .6886(3) .4679(3) .54612(15) .0296(10) 1.00000 Uani
C10b .5151(3) .4302(3) .50238(15) .0314(10) 1.00000 Uani
C11b .8434(3) .0817(3) .55740(16) .0356(11) 1.00000 Uani
Co .61642(4) .02049(4) .74975(2) .02356(13) 1.00000 Uani
Cl1 .77584(7) .27562(7) .77441(4) .0316(3) 1.00000 Uani
Cl2 .41514(7) -.02118(8) .64433(4) .0393(3) 1.00000 Uani
Cl3 .76403(7) -.12568(7) .71580(4) .0357(3) 1.00000 Uani
Cl4 .50485(7) -.04282(8) .86293(4) .0363(3) 1.00000 Uani
O1w -.0348(3) .2245(2) .37089(14) .0453(9) 1.00000 Uani
H02a .162(3) .715(3) .0905(13) .04000 1.00000 Uiso
H2a -.22629 .84202 -.10270 .04000 1.00000 Uiso
H3a -.33607 .93608 .01330 .04000 1.00000 Uiso
H4a -.24603 .93458 .14897 .04000 1.00000 Uiso
H5a -.04102 .84027 .17596 .04000 1.00000 Uiso
H81a .17427 .52328 -.10576 .04000 1.00000 Uiso
H82a .31722 .68803 -.09564 .04000 1.00000 Uiso
H91a .40740 .68866 .03945 .04000 1.00000 Uiso
H92a .26028 .52730 .03255 .04000 1.00000 Uiso
H101a .37961 .41744 -.07113 .04000 1.00000 Uiso
H102a .52640 .57880 -.06468 .04000 1.00000 Uiso
H111a -.05912 .75345 -.18868 .04000 1.00000 Uiso
H112a .11453 .74277 -.18784 .04000 1.00000 Uiso
H113a -.04794 .59631 -.19712 .04000 1.00000 Uiso
H02b 1.012(3) .582(3) .6260(16) .04000 1.00000 Uiso
H2b 1.17495 .13568 .64809 .04000 1.00000 Uiso
H3b 1.43701 .30573 .72465 .04000 1.00000 Uiso
H4b 1.51160 .56836 .75482 .04000 1.00000 Uiso
H5b 1.32719 .67324 .71119 .04000 1.00000 Uiso
H81b .70098 .26813 .48953 .04000 1.00000 Uiso
H82b .63505 .26445 .57756 .04000 1.00000 Uiso
H91b .69986 .52358 .60336 .04000 1.00000 Uiso
H92b .77176 .53051 .51687 .04000 1.00000 Uiso
H101b .50258 .37045 .44607 .04000 1.00000 Uiso
H102b .43226 .37061 .53317 .04000 1.00000 Uiso
H111b .88353 .02394 .58677 .04000 1.00000 Uiso
H112b .72974 .05682 .56223 .04000 1.00000 Uiso
H113b .85646 .05782 .50016 .04000 1.00000 Uiso
H11w -.137(3) .160(3) .3537(14) .04000 1.00000 Uiso
H12w .032(3) .193(3) .3443(14) .04000 1.00000 Uiso


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
N1a C1a . . 1.406(3)
N1a C7a . . 1.344(4)
N1a C11a . . 1.454(4)
N2a C6a . . 1.391(4)
N2a C7a . . 1.326(3)
N2a H02a . . .94(3)
C1a C2a . . 1.397(4)
C1a C6a . . 1.390(4)
C2a C3a . . 1.383(4)
C3a C4a . . 1.403(4)
C4a C5a . . 1.380(4)
C5a C6a . . 1.390(4)
C7a C8a . . 1.494(4)
C8a C9a . . 1.525(4)
C9a C10a . . 1.530(4)
C10a C10a . 2_665 1.522(4)
N1b C1b . . 1.401(3)
N1b C7b . . 1.344(4)
N1b C11b . . 1.452(3)
N2b C6b . . 1.396(4)
N2b C7b . . 1.327(3)
N2b H02b . . .93(3)
C1b C2b . . 1.399(5)
C1b C6b . . 1.383(4)
C2b C3b . . 1.385(3)
C3b C4b . . 1.399(5)
C4b C5b . . 1.383(5)
C5b C6b . . 1.393(3)
C7b C8b . . 1.491(4)
C8b C9b . . 1.526(5)
C9b C10b . . 1.529(4)
C10b C10b . 2_666 1.510(5)
Co Cl1 . . 2.3042(6)
Co Cl2 . . 2.2816(8)
Co Cl3 . . 2.2900(9)
Co Cl4 . . 2.2479(8)
O1w H11w . . .869(16)
O1w H12w . . .86(3)

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
C1a N1a C7a . . . 108.23(19)
C1a N1a C11a . . . 125.9(3)
C7a N1a C11a . . . 125.9(3)
C6a N2a C7a . . . 109.9(3)
C6a N2a H02a . . . 123.1(17)
C7a N2a H02a . . . 126.9(17)
N1a C1a C2a . . . 131.5(3)
N1a C1a C6a . . . 106.7(3)
C2a C1a C6a . . . 121.8(3)
C1a C2a C3a . . . 115.9(3)
C2a C3a C4a . . . 122.0(3)
C3a C4a C5a . . . 122.0(3)
C4a C5a C6a . . . 116.0(3)
N2a C6a C1a . . . 106.0(2)
N2a C6a C5a . . . 131.8(3)
C1a C6a C5a . . . 122.2(3)
N1a C7a N2a . . . 109.2(3)
N1a C7a C8a . . . 125.0(3)
N2a C7a C8a . . . 125.8(3)
C7a C8a C9a . . . 112.8(3)
C8a C9a C10a . . . 111.4(3)
C9a C10a C10a . . 2_665 112.5(3)
C1b N1b C7b . . . 108.04(18)
C1b N1b C11b . . . 126.4(3)
C7b N1b C11b . . . 125.57(19)
C6b N2b C7b . . . 109.3(3)
C6b N2b H02b . . . 120.0(15)
C7b N2b H02b . . . 130.7(15)
N1b C1b C2b . . . 131.2(3)
N1b C1b C6b . . . 107.0(3)
C2b C1b C6b . . . 121.83(19)
C1b C2b C3b . . . 116.2(3)
C2b C3b C4b . . . 121.7(3)
C3b C4b C5b . . . 121.9(2)
C4b C5b C6b . . . 116.3(3)
N2b C6b C1b . . . 106.19(17)
N2b C6b C5b . . . 131.8(3)
C1b C6b C5b . . . 122.0(3)
N1b C7b N2b . . . 109.5(2)
N1b C7b C8b . . . 123.93(18)
N2b C7b C8b . . . 126.6(3)
C7b C8b C9b . . . 114.36(18)
C8b C9b C10b . . . 111.02(18)
C9b C10b C10b . . 2_666 112.39(18)
Cl1 Co Cl2 . . . 103.97(3)
Cl1 Co Cl3 . . . 113.48(3)
Cl1 Co Cl4 . . . 111.29(3)
Cl2 Co Cl3 . . . 111.85(3)
Cl2 Co Cl4 . . . 111.15(3)
Cl3 Co Cl4 . . . 105.26(3)
H11w O1w H12w . . . 109.6(19)

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C7a N1a C1a C2a . . . . 179.1(2)
C7a N1a C1a C6a . . . . -.4(2)
C11a N1a C1a C2a . . . . -.1(4)
C11a N1a C1a C6a . . . . -179.58(17)
C1a N1a C7a N2a . . . . .8(3)
C1a N1a C7a C8a . . . . 179.94(18)
C11a N1a C7a N2a . . . . 179.96(17)
C11a N1a C7a C8a . . . . -.9(3)
C7a N2a C6a C1a . . . . .6(3)
C7a N2a C6a C5a . . . . -179.3(3)
H02a N2a C6a C1a . . . . 176.9(17)
H02a N2a C6a C5a . . . . -3.0(17)
C6a N2a C7a N1a . . . . -.9(3)
C6a N2a C7a C8a . . . . 180.00(18)
H02a N2a C7a N1a . . . . -177.0(18)
H02a N2a C7a C8a . . . . 3.9(18)
N1a C1a C2a C3a . . . . -179.70(18)
C6a C1a C2a C3a . . . . -.3(3)
N1a C1a C6a N2a . . . . -.1(2)
N1a C1a C6a C5a . . . . 179.76(17)
C2a C1a C6a N2a . . . . -179.63(17)
C2a C1a C6a C5a . . . . .2(3)
C1a C2a C3a C4a . . . . .0(3)
C2a C3a C4a C5a . . . . .3(3)
C3a C4a C5a C6a . . . . -.4(3)
C4a C5a C6a N2a . . . . 179.92(19)
C4a C5a C6a C1a . . . . .1(3)
N1a C7a C8a C9a . . . . -179.20(17)
N2a C7a C8a C9a . . . . -.2(3)
C7a C8a C9a C10a . . . . 177.19(16)
C8a C9a C10a C10a . . . 2_665 179.62(16)
C7b N1b C1b C2b . . . . 177.8(3)
C7b N1b C1b C6b . . . . -1.6(3)
C11b N1b C1b C2b . . . . -2.4(4)
C11b N1b C1b C6b . . . . 178.3(3)
C1b N1b C7b N2b . . . . 1.7(3)
C1b N1b C7b C8b . . . . -176.8(3)
C11b N1b C7b N2b . . . . -178.1(3)
C11b N1b C7b C8b . . . . 3.4(4)
C7b N2b C6b C1b . . . . .2(3)
C7b N2b C6b C5b . . . . -179.2(3)
H02b N2b C6b C1b . . . . -177(2)
H02b N2b C6b C5b . . . . 4(2)
C6b N2b C7b N1b . . . . -1.2(3)
C6b N2b C7b C8b . . . . 177.3(3)
H02b N2b C7b N1b . . . . 176(3)
H02b N2b C7b C8b . . . . -6(3)
N1b C1b C2b C3b . . . . -179.4(3)
C6b C1b C2b C3b . . . . -.2(4)
N1b C1b C6b N2b . . . . .8(3)
N1b C1b C6b C5b . . . . -179.7(3)
C2b C1b C6b N2b . . . . -178.6(3)
C2b C1b C6b C5b . . . . .9(4)
C1b C2b C3b C4b . . . . -.5(4)
C2b C3b C4b C5b . . . . .4(5)
C3b C4b C5b C6b . . . . .4(4)
C4b C5b C6b N2b . . . . 178.4(3)
C4b C5b C6b C1b . . . . -1.0(4)
N1b C7b C8b C9b . . . . -178.5(3)
N2b C7b C8b C9b . . . . 3.2(4)
C7b C8b C9b C10b . . . . 178.1(2)
C8b C9b C10b C10b . . . 2_666 -177.9(2)

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA

N2a H02a Cl1 . . 2_666 0.94(3) 2.26(2) 3.139(2) 156(2)
N2b H02b O1w . . 2_666 0.93(2) 1.82(2) 2.755(3) 176(2)
O1w H11w Cl2 . . 2_556 0.87(2) 2.31(2) 3.140(2) 160(2)
O1w H12w Cl3 . . 2_656 0.86(2) 2.34(2) 3.198(2) 174(2)

#=END===============================================================


