# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2012
data_global
_journal_coden_Cambridge 222
loop_
_publ_author_name
'Housecroft, Catherine'
'Constable, Edwin'
'Zampese, Jennifer'
'Neuburger, Markus'
'Kopecky, Peter'
'Hostettler, Nik'
_publ_contact_author_name 'Housecroft, Catherine'
_publ_contact_author_email Catherine.Housecroft@unibas.ch
_publ_section_title
;
2,2':6',2"-Terpyridine substituted in the 4'-position by
the solubilizing and sterically demanding tert-butyl
group: a surprisingly new ligand
;
# Attachment '- Ru.CIF'
data_Ru
_database_code_depnum_ccdc_archive 'CCDC 853665'
#TrackingRef '- Ru.CIF'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C38 H38 N6 Ru, 2(F6 P)'
_chemical_formula_sum 'C38 H38 F12 N6 P2 Ru'
_chemical_formula_weight 969.75
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Orthorhombic
_symmetry_space_group_name_H-M Pbcn
_symmetry_space_group_name_Hall -P2n2ab
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a 18.0899(16)
_cell_length_b 12.209(2)
_cell_length_c 18.3131(19)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 4044.8(9)
_cell_formula_units_Z 4
_cell_measurement_temperature 173(2)
_cell_measurement_reflns_used 10526
_cell_measurement_theta_min 4.36
_cell_measurement_theta_max 55.69
_exptl_crystal_description block
_exptl_crystal_colour red
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.12
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.592
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1960
_exptl_absorpt_coefficient_mu 0.559
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.8728
_exptl_absorpt_correction_T_max 0.9359
_exptl_absorpt_process_details '(Blessing 1951)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 173(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Stoe IPDS'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 57976
_diffrn_reflns_av_R_equivalents 0.1849
_diffrn_reflns_av_sigmaI/netI 0.0557
_diffrn_reflns_limit_h_min -23
_diffrn_reflns_limit_h_max 23
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_theta_min 2.01
_diffrn_reflns_theta_max 27.50
_reflns_number_total 4639
_reflns_number_gt 4181
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Stoe IPDS'
_computing_cell_refinement 'Stoe IPDS'
_computing_data_reduction 'Stoe IPDS'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0474P)^2^+10.9839P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method SHELXL
_refine_ls_extinction_coef 0.0035(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 4639
_refine_ls_number_parameters 366
_refine_ls_number_restraints 25
_refine_ls_R_factor_all 0.0753
_refine_ls_R_factor_gt 0.0695
_refine_ls_wR_factor_ref 0.1710
_refine_ls_wR_factor_gt 0.1674
_refine_ls_goodness_of_fit_ref 1.216
_refine_ls_restrained_S_all 1.217
_refine_ls_shift/su_max 0.003
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.5000 0.13202(4) 0.7500 0.02923(19) Uani 1 2 d S . .
N1 N 0.52956(18) 0.2474(3) 0.82716(19) 0.0319(7) Uani 1 1 d . . .
N2 N 0.60917(18) 0.1332(3) 0.73834(19) 0.0306(7) Uani 1 1 d . . .
N3 N 0.51422(17) 0.0176(3) 0.6668(2) 0.0328(7) Uani 1 1 d . . .
C1 C 0.4857(2) 0.3052(4) 0.8714(3) 0.0378(10) Uani 1 1 d . . .
H1A H 0.4337 0.2968 0.8667 0.045 Uiso 1 1 calc R . .
C2 C 0.5120(3) 0.3763(4) 0.9234(3) 0.0439(11) Uani 1 1 d . . .
H2A H 0.4787 0.4155 0.9538 0.053 Uiso 1 1 calc R . .
C3 C 0.5872(3) 0.3902(4) 0.9311(3) 0.0425(10) Uani 1 1 d . . .
H3A H 0.6065 0.4387 0.9668 0.051 Uiso 1 1 calc R . .
C4 C 0.6340(2) 0.3316(4) 0.8853(2) 0.0377(9) Uani 1 1 d . . .
H4A H 0.6861 0.3400 0.8894 0.045 Uiso 1 1 calc R . .
C5 C 0.6051(2) 0.2617(3) 0.8342(2) 0.0318(8) Uani 1 1 d . . .
C6 C 0.6499(2) 0.1973(3) 0.7825(2) 0.0311(8) Uani 1 1 d . . .
C7 C 0.7260(2) 0.1999(4) 0.7751(3) 0.0353(9) Uani 1 1 d . . .
H7A H 0.7546 0.2459 0.8060 0.042 Uiso 1 1 calc R . .
C8 C 0.7611(2) 0.1354(4) 0.7228(3) 0.0341(9) Uani 1 1 d . A .
C9 C 0.7168(2) 0.0701(4) 0.6781(2) 0.0353(9) Uani 1 1 d . . .
H9A H 0.7389 0.0255 0.6416 0.042 Uiso 1 1 calc R . .
C10 C 0.6406(2) 0.0703(3) 0.6867(2) 0.0306(8) Uani 1 1 d . . .
C11 C 0.5863(2) 0.0071(4) 0.6440(2) 0.0338(9) Uani 1 1 d . . .
C12 C 0.6049(3) -0.0586(4) 0.5855(3) 0.0431(10) Uani 1 1 d . . .
H12A H 0.6549 -0.0638 0.5701 0.052 Uiso 1 1 calc R . .
C13 C 0.5505(3) -0.1168(4) 0.5496(3) 0.0493(12) Uani 1 1 d . . .
H13A H 0.5626 -0.1627 0.5094 0.059 Uiso 1 1 calc R . .
C14 C 0.4783(3) -0.1071(5) 0.5730(3) 0.0499(12) Uani 1 1 d . . .
H14A H 0.4400 -0.1468 0.5493 0.060 Uiso 1 1 calc R . .
C15 C 0.4623(2) -0.0398(4) 0.6308(3) 0.0412(10) Uani 1 1 d . . .
H15A H 0.4123 -0.0334 0.6461 0.049 Uiso 1 1 calc R . .
C16 C 0.8457(2) 0.1332(4) 0.7170(3) 0.0416(11) Uani 1 1 d . . .
C17 C 0.8810(8) 0.2352(16) 0.7471(9) 0.063(4) Uani 0.71(4) 1 d PU A 1
H17A H 0.8789 0.2336 0.8006 0.094 Uiso 0.71(4) 1 calc PR A 1
H17B H 0.8545 0.2997 0.7291 0.094 Uiso 0.71(4) 1 calc PR A 1
H17C H 0.9328 0.2387 0.7314 0.094 Uiso 0.71(4) 1 calc PR A 1
C18 C 0.8715(12) 0.029(2) 0.7597(16) 0.093(6) Uani 0.71(4) 1 d PDU A 1
H18A H 0.9255 0.0229 0.7569 0.139 Uiso 0.71(4) 1 calc PR A 1
H18B H 0.8488 -0.0362 0.7381 0.139 Uiso 0.71(4) 1 calc PR A 1
H18C H 0.8565 0.0353 0.8110 0.139 Uiso 0.71(4) 1 calc PR A 1
C19 C 0.8706(13) 0.104(2) 0.6415(14) 0.088(7) Uani 0.71(4) 1 d PU A 1
H19A H 0.8474 0.1532 0.6061 0.132 Uiso 0.71(4) 1 calc PR A 1
H19B H 0.8562 0.0281 0.6307 0.132 Uiso 0.71(4) 1 calc PR A 1
H19C H 0.9244 0.1107 0.6383 0.132 Uiso 0.71(4) 1 calc PR A 1
C17' C 0.8672(18) 0.252(4) 0.715(4) 0.086(11) Uani 0.29(4) 1 d PU A 2
H17D H 0.8599 0.2840 0.7636 0.129 Uiso 0.29(4) 1 calc PR A 2
H17E H 0.8364 0.2904 0.6794 0.129 Uiso 0.29(4) 1 calc PR A 2
H17F H 0.9193 0.2581 0.7012 0.129 Uiso 0.29(4) 1 calc PR A 2
C18' C 0.874(3) 0.078(4) 0.780(3) 0.110(12) Uani 0.29(4) 1 d PDU A 2
H18D H 0.9263 0.0616 0.7732 0.165 Uiso 0.29(4) 1 calc PR A 2
H18E H 0.8464 0.0097 0.7877 0.165 Uiso 0.29(4) 1 calc PR A 2
H18F H 0.8678 0.1252 0.8232 0.165 Uiso 0.29(4) 1 calc PR A 2
C19' C 0.873(3) 0.129(4) 0.637(2) 0.042(7) Uani 0.29(4) 1 d PU A 2
H19D H 0.8608 0.1987 0.6132 0.063 Uiso 0.29(4) 1 calc PR A 2
H19E H 0.8481 0.0690 0.6118 0.063 Uiso 0.29(4) 1 calc PR A 2
H19F H 0.9263 0.1179 0.6366 0.063 Uiso 0.29(4) 1 calc PR A 2
P1 P 0.7007(6) 0.3058(12) 0.4978(7) 0.080(4) Uani 0.51(3) 1 d P B 1
F10 F 0.6980(6) 0.4038(14) 0.5468(13) 0.110(6) Uani 0.51(3) 1 d P B 1
F11 F 0.7332(13) 0.3971(16) 0.4422(17) 0.143(7) Uani 0.51(3) 1 d PU B 1
F12 F 0.7775(7) 0.2711(12) 0.5125(10) 0.087(5) Uani 0.51(3) 1 d P B 1
F13 F 0.6634(14) 0.218(2) 0.5412(11) 0.135(8) Uani 0.51(3) 1 d P B 1
F14 F 0.6189(7) 0.3494(13) 0.4625(9) 0.063(3) Uani 0.51(3) 1 d P B 1
F15 F 0.6930(7) 0.2146(8) 0.4265(6) 0.035(2) Uani 0.51(3) 1 d P B 1
P1' P 0.6996(5) 0.2945(10) 0.4966(4) 0.050(2) Uani 0.49(3) 1 d P B 2
F10' F 0.7129(9) 0.3452(18) 0.5809(7) 0.094(6) Uani 0.49(3) 1 d P B 2
F11' F 0.7561(13) 0.3617(16) 0.4548(16) 0.134(9) Uani 0.49(3) 1 d PU B 2
F12' F 0.7676(8) 0.209(2) 0.5234(8) 0.107(7) Uani 0.49(3) 1 d P B 2
F13' F 0.6464(7) 0.2145(10) 0.5432(6) 0.045(3) Uani 0.49(3) 1 d P B 2
F14' F 0.6333(13) 0.361(2) 0.4888(15) 0.131(9) Uani 0.49(3) 1 d P B 2
F15' F 0.6960(11) 0.234(2) 0.4315(11) 0.124(8) Uani 0.49(3) 1 d P B 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ru1 0.0170(2) 0.0327(3) 0.0380(3) 0.000 0.00056(16) 0.000
N1 0.0227(14) 0.0365(18) 0.0366(18) 0.0006(15) 0.0011(13) 0.0015(13)
N2 0.0206(15) 0.0332(18) 0.0380(19) -0.0028(14) -0.0003(13) 0.0004(13)
N3 0.0238(15) 0.0350(18) 0.0396(19) -0.0002(15) -0.0013(14) -0.0020(13)
C1 0.0286(19) 0.037(2) 0.048(3) 0.0018(19) 0.0064(18) 0.0067(16)
C2 0.040(2) 0.045(3) 0.047(3) -0.010(2) 0.008(2) 0.0083(19)
C3 0.046(2) 0.042(2) 0.040(2) -0.007(2) -0.003(2) 0.004(2)
C4 0.0278(19) 0.043(2) 0.042(2) -0.0029(19) -0.0039(17) 0.0016(17)
C5 0.0247(17) 0.033(2) 0.038(2) -0.0014(17) 0.0001(16) 0.0038(15)
C6 0.0189(16) 0.036(2) 0.038(2) -0.0040(17) -0.0026(15) 0.0000(15)
C7 0.0224(18) 0.039(2) 0.044(2) -0.0015(18) -0.0016(16) 0.0011(16)
C8 0.0207(17) 0.040(2) 0.042(2) 0.0029(17) -0.0004(17) 0.0027(15)
C9 0.0269(18) 0.040(2) 0.039(2) -0.0026(18) 0.0036(17) 0.0051(16)
C10 0.0233(17) 0.035(2) 0.033(2) -0.0018(16) 0.0027(15) 0.0032(15)
C11 0.0276(18) 0.035(2) 0.039(2) 0.0011(17) 0.0003(17) 0.0008(16)
C12 0.039(2) 0.041(2) 0.049(3) -0.008(2) 0.003(2) -0.0008(19)
C13 0.053(3) 0.047(3) 0.047(3) -0.016(2) -0.001(2) -0.005(2)
C14 0.050(3) 0.049(3) 0.050(3) -0.008(2) -0.007(2) -0.014(2)
C15 0.0279(19) 0.049(3) 0.047(3) 0.000(2) -0.0027(18) -0.0076(18)
C16 0.0199(17) 0.055(3) 0.050(3) 0.009(2) 0.0012(18) 0.0020(18)
C17 0.020(5) 0.098(10) 0.070(7) -0.023(7) 0.005(4) -0.017(5)
C18 0.034(5) 0.111(15) 0.134(16) 0.067(12) 0.011(7) 0.032(8)
C19 0.025(5) 0.144(18) 0.096(13) -0.048(12) 0.015(8) -0.004(10)
C17' 0.014(11) 0.099(19) 0.14(3) 0.01(2) 0.016(16) -0.011(11)
C18' 0.029(11) 0.15(3) 0.15(3) 0.10(2) 0.036(16) 0.04(2)
C19' 0.030(12) 0.056(13) 0.039(12) 0.014(11) 0.015(10) -0.006(9)
P1 0.041(4) 0.077(5) 0.121(7) -0.026(4) -0.002(4) 0.009(4)
F10 0.087(6) 0.101(10) 0.141(13) -0.079(9) -0.040(7) 0.037(6)
F11 0.095(11) 0.067(10) 0.268(15) 0.040(10) 0.065(10) -0.012(7)
F12 0.050(5) 0.091(9) 0.119(11) -0.044(8) -0.040(6) 0.016(5)
F13 0.113(14) 0.168(16) 0.124(12) 0.066(12) -0.001(9) -0.002(11)
F14 0.040(4) 0.061(5) 0.087(8) 0.002(5) 0.005(5) 0.009(4)
F15 0.031(4) 0.043(4) 0.031(4) -0.009(3) 0.007(3) -0.014(3)
P1' 0.031(3) 0.067(4) 0.051(3) -0.031(3) 0.019(2) -0.019(3)
F10' 0.075(8) 0.128(13) 0.080(8) -0.050(8) 0.005(5) -0.031(8)
F11' 0.111(14) 0.065(10) 0.228(18) -0.052(12) 0.106(13) -0.051(9)
F12' 0.059(7) 0.20(2) 0.066(6) 0.000(10) 0.008(5) 0.063(10)
F13' 0.043(4) 0.062(5) 0.030(4) -0.013(4) 0.013(3) -0.001(3)
F14' 0.116(14) 0.140(16) 0.137(18) 0.026(12) 0.011(11) 0.089(11)
F15' 0.053(8) 0.23(2) 0.089(10) -0.051(12) -0.003(7) 0.001(11)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 N2 1.986(3) 3_656 ?
Ru1 N2 1.986(3) . ?
Ru1 N1 2.066(4) 3_656 ?
Ru1 N1 2.066(4) . ?
Ru1 N3 2.082(4) . ?
Ru1 N3 2.082(4) 3_656 ?
N1 C1 1.336(5) . ?
N1 C5 1.383(5) . ?
N2 C10 1.344(5) . ?
N2 C6 1.345(5) . ?
N3 C15 1.344(5) . ?
N3 C11 1.376(5) . ?
C1 C2 1.373(7) . ?
C1 H1A 0.9500 . ?
C2 C3 1.377(7) . ?
C2 H2A 0.9500 . ?
C3 C4 1.391(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.370(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.474(6) . ?
C6 C7 1.384(5) . ?
C7 C8 1.393(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.396(6) . ?
C8 C16 1.534(5) . ?
C9 C10 1.388(5) . ?
C9 H9A 0.9500 . ?
C10 C11 1.474(6) . ?
C11 C12 1.379(6) . ?
C12 C13 1.380(7) . ?
C12 H12A 0.9500 . ?
C13 C14 1.380(8) . ?
C13 H13A 0.9500 . ?
C14 C15 1.372(7) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C16 C18' 1.43(5) . ?
C16 C19 1.50(3) . ?
C16 C17' 1.50(5) . ?
C16 C17 1.505(16) . ?
C16 C19' 1.54(4) . ?
C16 C18 1.56(2) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C17' H17D 0.9800 . ?
C17' H17E 0.9800 . ?
C17' H17F 0.9800 . ?
C18' H18D 0.9800 . ?
C18' H18E 0.9800 . ?
C18' H18F 0.9800 . ?
C19' H19D 0.9800 . ?
C19' H19E 0.9800 . ?
C19' H19F 0.9800 . ?
P1 F12 1.477(16) . ?
P1 F13 1.50(2) . ?
P1 F10 1.497(17) . ?
P1 F11 1.62(3) . ?
P1 F14 1.701(18) . ?
P1 F15 1.722(17) . ?
P1' F15' 1.40(3) . ?
P1' F14' 1.46(2) . ?
P1' F11' 1.52(2) . ?
P1' F13' 1.615(15) . ?
P1' F10' 1.680(13) . ?
P1' F12' 1.684(18) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Ru1 N2 179.2(2) 3_656 . ?
N2 Ru1 N1 79.13(13) 3_656 3_656 ?
N2 Ru1 N1 100.31(13) . 3_656 ?
N2 Ru1 N1 100.31(13) 3_656 . ?
N2 Ru1 N1 79.13(13) . . ?
N1 Ru1 N1 94.0(2) 3_656 . ?
N2 Ru1 N3 101.89(13) 3_656 . ?
N2 Ru1 N3 78.65(13) . . ?
N1 Ru1 N3 89.36(14) 3_656 . ?
N1 Ru1 N3 157.78(13) . . ?
N2 Ru1 N3 78.65(13) 3_656 3_656 ?
N2 Ru1 N3 101.89(13) . 3_656 ?
N1 Ru1 N3 157.78(13) 3_656 3_656 ?
N1 Ru1 N3 89.36(14) . 3_656 ?
N3 Ru1 N3 95.8(2) . 3_656 ?
C1 N1 C5 117.6(4) . . ?
C1 N1 Ru1 128.4(3) . . ?
C5 N1 Ru1 113.9(3) . . ?
C10 N2 C6 121.6(3) . . ?
C10 N2 Ru1 119.5(3) . . ?
C6 N2 Ru1 119.0(3) . . ?
C15 N3 C11 117.7(4) . . ?
C15 N3 Ru1 128.4(3) . . ?
C11 N3 Ru1 113.7(3) . . ?
N1 C1 C2 123.2(4) . . ?
N1 C1 H1A 118.4 . . ?
C2 C1 H1A 118.4 . . ?
C1 C2 C3 119.4(4) . . ?
C1 C2 H2A 120.3 . . ?
C3 C2 H2A 120.3 . . ?
C2 C3 C4 118.5(4) . . ?
C2 C3 H3A 120.8 . . ?
C4 C3 H3A 120.8 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 H4A 120.0 . . ?
C3 C4 H4A 120.0 . . ?
C4 C5 N1 121.3(4) . . ?
C4 C5 C6 124.1(4) . . ?
N1 C5 C6 114.6(3) . . ?
N2 C6 C7 120.0(4) . . ?
N2 C6 C5 113.3(3) . . ?
C7 C6 C5 126.7(4) . . ?
C6 C7 C8 120.5(4) . . ?
C6 C7 H7A 119.8 . . ?
C8 C7 H7A 119.8 . . ?
C7 C8 C9 117.7(4) . . ?
C7 C8 C16 120.8(4) . . ?
C9 C8 C16 121.4(4) . . ?
C10 C9 C8 120.1(4) . . ?
C10 C9 H9A 119.9 . . ?
C8 C9 H9A 119.9 . . ?
N2 C10 C9 120.1(4) . . ?
N2 C10 C11 113.0(3) . . ?
C9 C10 C11 126.9(4) . . ?
N3 C11 C12 121.4(4) . . ?
N3 C11 C10 114.9(4) . . ?
C12 C11 C10 123.7(4) . . ?
C11 C12 C13 119.7(4) . . ?
C11 C12 H12A 120.1 . . ?
C13 C12 H12A 120.1 . . ?
C14 C13 C12 118.8(5) . . ?
C14 C13 H13A 120.6 . . ?
C12 C13 H13A 120.6 . . ?
C15 C14 C13 119.4(5) . . ?
C15 C14 H14A 120.3 . . ?
C13 C14 H14A 120.3 . . ?
N3 C15 C14 122.9(4) . . ?
N3 C15 H15A 118.5 . . ?
C14 C15 H15A 118.5 . . ?
C18' C16 C19 122(2) . . ?
C18' C16 C17' 112(2) . . ?
C19 C16 C17' 98(3) . . ?
C18' C16 C17 86.7(14) . . ?
C19 C16 C17 114.2(14) . . ?
C18' C16 C8 108(2) . . ?
C19 C16 C8 111.6(10) . . ?
C17' C16 C8 104.1(13) . . ?
C17 C16 C8 112.6(7) . . ?
C18' C16 C19' 130(3) . . ?
C17' C16 C19' 86(3) . . ?
C17 C16 C19' 104(2) . . ?
C8 C16 C19' 113(2) . . ?
C19 C16 C18 100.2(19) . . ?
C17' C16 C18 135.9(19) . . ?
C17 C16 C18 111.2(10) . . ?
C8 C16 C18 106.1(9) . . ?
C19' C16 C18 111(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
C16 C17' H17D 109.5 . . ?
C16 C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
C16 C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?
C16 C18' H18D 109.5 . . ?
C16 C18' H18E 109.5 . . ?
H18D C18' H18E 109.5 . . ?
C16 C18' H18F 109.5 . . ?
H18D C18' H18F 109.5 . . ?
H18E C18' H18F 109.5 . . ?
C16 C19' H19D 109.5 . . ?
C16 C19' H19E 109.5 . . ?
H19D C19' H19E 109.5 . . ?
C16 C19' H19F 109.5 . . ?
H19D C19' H19F 109.5 . . ?
H19E C19' H19F 109.5 . . ?
F12 P1 F13 97.1(13) . . ?
F12 P1 F10 98.7(10) . . ?
F13 P1 F10 104.0(15) . . ?
F12 P1 F11 88.3(11) . . ?
F13 P1 F11 172.2(16) . . ?
F10 P1 F11 80.7(16) . . ?
F12 P1 F14 167.8(13) . . ?
F13 P1 F14 91.9(12) . . ?
F10 P1 F14 87.1(9) . . ?
F11 P1 F14 82.0(12) . . ?
F12 P1 F15 91.7(9) . . ?
F13 P1 F15 84.4(11) . . ?
F10 P1 F15 165.7(13) . . ?
F11 P1 F15 89.8(12) . . ?
F14 P1 F15 81.0(9) . . ?
F15' P1' F14' 99.8(15) . . ?
F15' P1' F11' 83.5(12) . . ?
F14' P1' F11' 101.8(15) . . ?
F15' P1' F13' 96.0(12) . . ?
F14' P1' F13' 84.1(11) . . ?
F11' P1' F13' 174.1(14) . . ?
F15' P1' F10' 168.8(15) . . ?
F14' P1' F10' 90.2(11) . . ?
F11' P1' F10' 99.7(11) . . ?
F13' P1' F10' 79.8(7) . . ?
F15' P1' F12' 87.6(12) . . ?
F14' P1' F12' 167.2(13) . . ?
F11' P1' F12' 89.4(11) . . ?
F13' P1' F12' 84.8(10) . . ?
F10' P1' F12' 81.7(9) . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max 1.563
_refine_diff_density_min -1.029
_refine_diff_density_rms 0.106
# Attachment '- Zn.cif'
data_Zn
_database_code_depnum_ccdc_archive 'CCDC 853666'
#TrackingRef '- Zn.cif'
_audit_creation_date 11-10-15
_audit_creation_method CRYSTALS_ver_14.23
_oxford_structure_analysis_title 'nho131_123k_0ma in Pbcn'
_chemical_name_systematic ?
_chemical_melting_point ?
_cell_length_a 18.2002(11)
_cell_length_b 12.1791(6)
_cell_length_c 18.2223(10)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 4039.2(4)
_symmetry_cell_setting Orthorhombic
_symmetry_space_group_name_H-M 'P b c n'
_symmetry_space_group_name_Hall '-P 2n 2ab'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z
x+1/2,-y+1/2,-z
x,-y,z+1/2
-x,y,-z+1/2
-x+1/2,-y+1/2,z+1/2
x+1/2,y+1/2,-z+1/2
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Zn 0.2839 1.4301 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097
1.3041 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
# Given Formula = C38 H38 F12 N6 P2 Zn1
# Dc = 1.54 Fooo = 1904.00 Mu = 7.80 M = 467.03
# Found Formula = C38 H38 F12 N6 P2 Zn1
# Dc = 1.54 FOOO = 1904.00 Mu = 7.80 M = 467.03
_chemical_formula_sum 'C38 H38 F12 N6 P2 Zn'
_chemical_formula_moiety 'C38 H38 N6 Zn, 2(F6 P)'
_chemical_compound_source ?
_chemical_formula_weight 934.06
_cell_measurement_reflns_used 4769
_cell_measurement_theta_min 4
_cell_measurement_theta_max 28
_cell_measurement_temperature 123
_exptl_crystal_description prism
_exptl_crystal_colour colourless
_exptl_crystal_size_min 0.020
_exptl_crystal_size_mid 0.070
_exptl_crystal_size_max 0.160
_exptl_crystal_density_diffrn 1.536
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 1904
_exptl_absorpt_coefficient_mu 0.780
# Sheldrick geometric approximatio 0.95 0.98
# No experimental values of Tmin/max available
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min 0.95
_exptl_absorpt_correction_T_max 0.98
_diffrn_measurement_device_type 'Bruker Kappa Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_measurement_method '\f & \w scans'
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_ambient_temperature 123
_diffrn_reflns_number 37329
_reflns_number_total 4802
_diffrn_reflns_av_R_equivalents 0.079
# Number of reflections without Friedels Law is 0
# Number of reflections with Friedels Law is 4802
# Theoretical number of reflections is about 9642
_diffrn_reflns_theta_min 2.012
_diffrn_reflns_theta_max 27.887
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 27.887
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min -23
_diffrn_reflns_limit_h_max 23
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_limit_l_max 23
_reflns_limit_h_min 0
_reflns_limit_h_max 23
_reflns_limit_k_min 0
_reflns_limit_k_max 16
_reflns_limit_l_min 0
_reflns_limit_l_max 23
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary Direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_diff_density_min -0.56
_refine_diff_density_max 0.56
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>1.0\s(I)
_refine_ls_number_reflns 3468
_refine_ls_number_restraints 279
_refine_ls_number_parameters 368
_oxford_refine_ls_R_factor_ref 0.0638
_refine_ls_wR_factor_ref 0.0444
_refine_ls_goodness_of_fit_ref 1.1218
_refine_ls_shift/su_max 0.0027690
_refine_ls_shift/su_mean 0.0003116
# The values computed from all data
_oxford_reflns_number_all 4787
_refine_ls_R_factor_all 0.1007
_refine_ls_wR_factor_all 0.0694
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 2849
_refine_ls_R_factor_gt 0.0500
_refine_ls_wR_factor_gt 0.0407
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration .
_refine_ls_structure_factor_coef F
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
0.467 0.518 0.290
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
Siemens Industrial Automation, Inc (1996).
SADABS: Area-Detector Absorption Correction;: Madison, WI.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.
Watkin D.J. (1994).
Acta Cryst, A50, 411-437.
Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Zn1 Zn 0.5000 0.12542(4) 0.7500 0.0194 1.0000 Uani S T . . . .
N1 N 0.52360(12) 0.0063(2) 0.66241(13) 0.0213 1.0000 Uani . . . . . .
N2 N 0.61348(11) 0.13034(19) 0.73795(11) 0.0184 1.0000 Uani . . . . . .
N3 N 0.53659(12) 0.2477(2) 0.82978(13) 0.0214 1.0000 Uani . . . . . .
C1 C 0.47472(16) -0.0528(3) 0.62455(17) 0.0261 1.0000 Uani . . . . . .
C2 C 0.49309(19) -0.1164(3) 0.56460(17) 0.0331 1.0000 Uani . . . . . .
C3 C 0.56555(17) -0.1177(3) 0.54172(17) 0.0309 1.0000 Uani . . . . . .
C4 C 0.61713(16) -0.0559(2) 0.57978(16) 0.0280 1.0000 Uani . . . . . .
C5 C 0.59438(15) 0.0042(2) 0.64042(15) 0.0209 1.0000 Uani . . . . . .
C6 C 0.64623(14) 0.0695(2) 0.68628(15) 0.0196 1.0000 Uani . . . . . .
C7 C 0.72156(14) 0.0685(2) 0.67778(15) 0.0204 1.0000 Uani . . . . . .
C8 C 0.76542(13) 0.1350(2) 0.72279(14) 0.0208 1.0000 Uani D U . . . .
C9 C 0.72948(14) 0.1966(3) 0.77664(16) 0.0224 1.0000 Uani . . . . . .
C10 C 0.65338(15) 0.1931(2) 0.78230(16) 0.0220 1.0000 Uani . . . . . .
C11 C 0.60983(15) 0.2597(2) 0.83564(15) 0.0207 1.0000 Uani . . . . . .
C12 C 0.64171(16) 0.3293(2) 0.88673(15) 0.0230 1.0000 Uani . . . . . .
C13 C 0.59611(17) 0.3892(2) 0.93304(16) 0.0270 1.0000 Uani . . . . . .
C14 C 0.52132(16) 0.3782(3) 0.92653(17) 0.0290 1.0000 Uani . . . . . .
C15 C 0.49319(17) 0.3070(2) 0.87385(16) 0.0272 1.0000 Uani . . . . . .
C16 C 0.84985(15) 0.1303(2) 0.71875(14) 0.0258 0.727(10) Uani D U P 1 1 .
C17 C 0.8771(2) 0.0347(6) 0.7642(4) 0.0595 0.727(10) Uani D U P 1 1 .
C18 C 0.8823(2) 0.2379(5) 0.7490(3) 0.0414 0.727(10) Uani D U P 1 1 .
C19 C 0.8743(2) 0.1152(5) 0.6380(3) 0.0356 0.727(10) Uani D U P 1 1 .
C116 C 0.8491(4) 0.1422(6) 0.7201(3) 0.0261 0.273(10) Uani D U P 1 2 .
C117 C 0.8813(5) 0.0896(15) 0.7890(8) 0.0590 0.273(10) Uani D U P 1 2 .
C118 C 0.8772(6) 0.0818(12) 0.6525(7) 0.0416 0.273(10) Uani D U P 1 2 .
C119 C 0.8722(5) 0.2618(9) 0.7164(9) 0.0350 0.273(10) Uani D U P 1 2 .
P1 P 0.69060(19) 0.2971(2) 0.4936(2) 0.0297 0.605(6) Uani D U P 2 1 .
F1 F 0.6918(3) 0.3875(5) 0.5572(3) 0.0619 0.605(6) Uani D U P 2 1 .
F2 F 0.6467(3) 0.2156(5) 0.5461(4) 0.0368 0.605(6) Uani D U P 2 1 .
F3 F 0.6891(3) 0.2057(5) 0.4294(4) 0.0328 0.605(6) Uani D U P 2 1 .
F4 F 0.7345(3) 0.3786(5) 0.4408(3) 0.0623 0.605(6) Uani D U P 2 1 .
F5 F 0.6139(3) 0.3461(4) 0.4640(3) 0.0384 0.605(6) Uani D U P 2 1 .
F6 F 0.7665(3) 0.2484(4) 0.5230(3) 0.0443 0.605(6) Uani D U P 2 1 .
P101 P 0.6942(3) 0.2824(4) 0.5061(3) 0.0291 0.395(6) Uani D U P 2 2 .
F101 F 0.7081(4) 0.3455(7) 0.5828(4) 0.0617 0.395(6) Uani D U P 2 2 .
F102 F 0.6386(5) 0.2001(7) 0.5464(6) 0.0362 0.395(6) Uani D U P 2 2 .
F103 F 0.6801(5) 0.2193(8) 0.4295(6) 0.0320 0.395(6) Uani D U P 2 2 .
F104 F 0.7498(5) 0.3645(8) 0.4657(5) 0.0620 0.395(6) Uani D U P 2 2 .
F105 F 0.6277(4) 0.3632(7) 0.4885(4) 0.0402 0.395(6) Uani D U P 2 2 .
F106 F 0.7613(5) 0.2007(6) 0.5239(5) 0.0443 0.395(6) Uani D U P 2 2 .
H11 H 0.4258 -0.0506 0.6396 0.0302 1.0000 Uiso R . . . . .
H21 H 0.4580 -0.1572 0.5400 0.0383 1.0000 Uiso R . . . . .
H31 H 0.5796 -0.1588 0.5013 0.0356 1.0000 Uiso R . . . . .
H41 H 0.6663 -0.0542 0.5647 0.0322 1.0000 Uiso R . . . . .
H71 H 0.7432 0.0256 0.6424 0.0238 1.0000 Uiso R . . . . .
H91 H 0.7563 0.2398 0.8093 0.0262 1.0000 Uiso R . . . . .
H121 H 0.6923 0.3359 0.8900 0.0271 1.0000 Uiso R . . . . .
H131 H 0.6168 0.4370 0.9678 0.0310 1.0000 Uiso R . . . . .
H141 H 0.4901 0.4173 0.9570 0.0342 1.0000 Uiso R . . . . .
H151 H 0.4423 0.2987 0.8691 0.0318 1.0000 Uiso R . . . . .
H171 H 0.9301 0.0304 0.7624 0.0811 0.727(10) Uiso R . P 1 1 .
H173 H 0.8614 0.0426 0.8146 0.0807 0.727(10) Uiso R . P 1 1 .
H172 H 0.8572 -0.0320 0.7444 0.0808 0.727(10) Uiso R . P 1 1 .
H181 H 0.9334 0.2405 0.7362 0.0620 0.727(10) Uiso R . P 1 1 .
H182 H 0.8772 0.2398 0.8016 0.0618 0.727(10) Uiso R . P 1 1 .
H183 H 0.8567 0.2999 0.7273 0.0620 0.727(10) Uiso R . P 1 1 .
H191 H 0.9267 0.1138 0.6362 0.0549 0.727(10) Uiso R . P 1 1 .
H192 H 0.8578 0.1752 0.6079 0.0547 0.727(10) Uiso R . P 1 1 .
H193 H 0.8558 0.0465 0.6187 0.0549 0.727(10) Uiso R . P 1 1 .
H1171 H 0.9341 0.0919 0.7870 0.0810 0.273(10) Uiso R . P 1 2 .
H1172 H 0.8650 0.1294 0.8316 0.0809 0.273(10) Uiso R . P 1 2 .
H1173 H 0.8652 0.0147 0.7929 0.0810 0.273(10) Uiso R . P 1 2 .
H1182 H 0.9271 0.1034 0.6434 0.0610 0.273(10) Uiso R . P 1 2 .
H1181 H 0.8752 0.0039 0.6608 0.0609 0.273(10) Uiso R . P 1 2 .
H1183 H 0.8476 0.1007 0.6106 0.0611 0.273(10) Uiso R . P 1 2 .
H1192 H 0.9248 0.2662 0.7145 0.0540 0.273(10) Uiso R . P 1 2 .
H1191 H 0.8545 0.3004 0.7589 0.0540 0.273(10) Uiso R . P 1 2 .
H1193 H 0.8520 0.2943 0.6729 0.0540 0.273(10) Uiso R . P 1 2 .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.01249(17) 0.0216(2) 0.0242(2) 0.0000 0.0021(2) 0.0000
N1 0.0168(9) 0.0222(12) 0.0250(12) 0.0015(11) 0.0013(9) -0.0031(9)
N2 0.0158(9) 0.0179(10) 0.0214(13) -0.0008(10) -0.0002(8) -0.0015(9)
N3 0.0182(12) 0.0226(12) 0.0233(12) -0.0014(10) 0.0036(9) 0.0004(9)
C1 0.0201(12) 0.0284(16) 0.0298(15) -0.0019(14) -0.0014(12) -0.0047(12)
C2 0.0348(17) 0.0294(15) 0.0351(15) -0.0072(15) -0.0079(15) -0.0075(15)
C3 0.0383(17) 0.0266(15) 0.0279(15) -0.0073(14) 0.0015(13) 0.0006(14)
C4 0.0238(14) 0.0274(15) 0.0327(17) -0.0084(14) 0.0059(12) -0.0024(12)
C5 0.0200(13) 0.0166(13) 0.0260(14) 0.0014(11) 0.0018(11) -0.0020(10)
C6 0.0186(13) 0.0183(14) 0.0220(14) 0.0005(11) 0.0005(11) 0.0002(10)
C7 0.0166(12) 0.0220(14) 0.0225(14) -0.0026(12) -0.0001(11) 0.0022(10)
C8 0.0151(12) 0.0221(14) 0.0251(12) 0.0042(12) -0.0001(9) 0.0022(11)
C9 0.0168(12) 0.0264(15) 0.0239(13) -0.0051(12) -0.0012(10) -0.0017(11)
C10 0.0185(13) 0.0232(14) 0.0245(13) -0.0004(13) -0.0011(11) 0.0030(11)
C11 0.0215(13) 0.0199(14) 0.0208(13) -0.0001(11) 0.0003(11) 0.0006(11)
C12 0.0223(14) 0.0242(14) 0.0224(14) 0.0002(12) -0.0021(11) 0.0024(11)
C13 0.0379(16) 0.0212(15) 0.0220(13) -0.0024(12) -0.0040(12) 0.0016(12)
C14 0.0333(15) 0.0234(14) 0.0304(15) -0.0026(16) 0.0071(11) 0.0051(13)
C15 0.0223(15) 0.0271(14) 0.0323(14) -0.0033(12) 0.0074(13) 0.0027(13)
C16 0.0128(12) 0.0360(18) 0.0287(14) 0.0072(16) -0.0001(12) 0.0008(14)
C17 0.036(2) 0.078(5) 0.064(5) 0.042(4) 0.016(2) 0.028(3)
C18 0.0232(19) 0.066(3) 0.035(3) -0.004(3) 0.000(2) -0.011(2)
C19 0.0183(18) 0.051(3) 0.038(3) -0.003(2) 0.0094(17) 0.000(2)
C116 0.0132(18) 0.0360(19) 0.0290(19) 0.008(2) 0.0002(18) 0.0019(19)
C117 0.036(3) 0.078(5) 0.063(5) 0.041(4) 0.016(3) 0.030(3)
C118 0.023(3) 0.067(3) 0.035(3) -0.005(3) 0.000(3) -0.008(3)
C119 0.018(2) 0.049(3) 0.038(3) -0.002(3) 0.011(2) -0.002(3)
P1 0.0223(8) 0.0297(9) 0.0371(13) -0.0055(9) 0.0047(8) -0.0028(7)
F1 0.042(2) 0.066(4) 0.078(4) -0.047(3) 0.000(2) -0.003(2)
F2 0.0384(17) 0.0417(19) 0.0305(13) 0.0029(14) 0.0057(13) -0.0082(14)
F3 0.0262(17) 0.0440(19) 0.0282(12) -0.0074(13) 0.0019(13) -0.0017(13)
F4 0.054(3) 0.053(2) 0.080(4) 0.006(3) 0.021(3) -0.025(2)
F5 0.029(2) 0.0329(19) 0.054(3) -0.004(2) -0.0068(18) 0.0029(15)
F6 0.0290(15) 0.056(4) 0.0477(15) -0.019(3) -0.0091(12) 0.009(2)
P101 0.0211(10) 0.0319(13) 0.0344(15) -0.0066(11) 0.0012(10) -0.0039(10)
F101 0.043(3) 0.067(4) 0.075(4) -0.044(3) 0.000(2) -0.008(2)
F102 0.0364(19) 0.042(2) 0.0306(15) 0.0014(17) 0.0049(16) -0.0085(15)
F103 0.0237(18) 0.046(2) 0.0268(15) -0.0064(16) 0.0033(15) -0.0020(15)
F104 0.054(3) 0.054(3) 0.078(4) 0.004(3) 0.020(3) -0.027(2)
F105 0.032(2) 0.036(2) 0.052(4) -0.004(2) -0.006(2) 0.0042(19)
F106 0.0305(18) 0.056(4) 0.0463(17) -0.014(3) -0.0077(15) 0.013(3)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.06491(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 . N1 6_656 2.200(2) yes
Zn1 . N3 6_656 2.185(2) yes
Zn1 . N2 6_656 2.078(2) yes
Zn1 . N1 . 2.200(2) yes
Zn1 . N2 . 2.078(2) yes
Zn1 . N3 . 2.185(2) yes
N1 . C1 . 1.336(4) yes
N1 . C5 . 1.349(3) yes
N2 . C6 . 1.339(3) yes
N2 . C10 . 1.328(4) yes
N3 . C11 . 1.345(4) yes
N3 . C15 . 1.338(4) yes
C1 . C2 . 1.380(4) yes
C1 . H11 . 0.932 no
C2 . C3 . 1.383(4) yes
C2 . H21 . 0.925 no
C3 . C4 . 1.389(4) yes
C3 . H31 . 0.927 no
C4 . C5 . 1.389(4) yes
C4 . H41 . 0.937 no
C5 . C6 . 1.490(4) yes
C6 . C7 . 1.380(4) yes
C7 . C8 . 1.402(4) yes
C7 . H71 . 0.918 no
C8 . C9 . 1.398(4) yes
C8 . C16 . 1.540(4) yes
C8 . C9 . 1.398(4) yes
C8 . C116 . 1.525(7) yes
C9 . C10 . 1.390(4) yes
C9 . H91 . 0.933 no
C10 . C11 . 1.494(4) yes
C11 . C12 . 1.386(4) yes
C12 . C13 . 1.390(4) yes
C12 . H121 . 0.926 no
C13 . C14 . 1.373(4) yes
C13 . H131 . 0.939 no
C14 . C15 . 1.391(4) yes
C14 . H141 . 0.926 no
C15 . H151 . 0.936 no
C16 . C17 . 1.512(5) yes
C16 . C18 . 1.540(5) yes
C16 . C19 . 1.548(5) yes
C17 . H171 . 0.966 no
C17 . H173 . 0.968 no
C17 . H172 . 0.959 no
C18 . H181 . 0.959 no
C18 . H182 . 0.963 no
C18 . H183 . 0.972 no
C19 . H191 . 0.954 no
C19 . H192 . 0.963 no
C19 . H193 . 0.968 no
C116 . C117 . 1.527(9) yes
C116 . C118 . 1.524(9) yes
C116 . C119 . 1.518(9) yes
C117 . H1171 . 0.962 no
C117 . H1172 . 0.961 no
C117 . H1173 . 0.961 no
C118 . H1182 . 0.960 no
C118 . H1181 . 0.962 no
C118 . H1183 . 0.963 no
C119 . H1192 . 0.959 no
C119 . H1191 . 0.962 no
C119 . H1193 . 0.958 no
P1 . F1 . 1.598(4) yes
P1 . F2 . 1.594(5) yes
P1 . F3 . 1.615(6) yes
P1 . F4 . 1.597(5) yes
P1 . F5 . 1.612(4) yes
P1 . F6 . 1.596(4) yes
P101 . F101 . 1.615(7) yes
P101 . F102 . 1.603(8) yes
P101 . F103 . 1.614(8) yes
P101 . F104 . 1.602(8) yes
P101 . F105 . 1.593(7) yes
P101 . F106 . 1.607(7) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 6_656 Zn1 . N3 6_656 150.80(8) yes
N1 6_656 Zn1 . N2 6_656 75.42(8) yes
N3 6_656 Zn1 . N2 6_656 75.39(8) yes
N1 6_656 Zn1 . N1 . 97.43(12) yes
N3 6_656 Zn1 . N1 . 91.52(9) yes
N2 6_656 Zn1 . N1 . 106.85(9) yes
N1 6_656 Zn1 . N2 . 106.85(9) yes
N3 6_656 Zn1 . N2 . 102.30(8) yes
N2 6_656 Zn1 . N2 . 176.69(13) yes
N1 . Zn1 . N2 . 75.42(8) yes
N1 6_656 Zn1 . N3 . 91.52(9) yes
N3 6_656 Zn1 . N3 . 94.07(13) yes
N2 6_656 Zn1 . N3 . 102.30(8) yes
N1 . Zn1 . N3 . 150.80(8) yes
N2 . Zn1 . N3 . 75.39(8) yes
Zn1 . N1 . C1 . 126.9(2) yes
Zn1 . N1 . C5 . 114.46(19) yes
C1 . N1 . C5 . 118.2(3) yes
Zn1 . N2 . C6 . 120.07(17) yes
Zn1 . N2 . C10 . 119.71(18) yes
C6 . N2 . C10 . 120.2(2) yes
Zn1 . N3 . C11 . 115.41(18) yes
Zn1 . N3 . C15 . 125.97(19) yes
C11 . N3 . C15 . 118.6(3) yes
N1 . C1 . C2 . 123.3(3) yes
N1 . C1 . H11 . 117.9 no
C2 . C1 . H11 . 118.8 no
C1 . C2 . C3 . 118.4(3) yes
C1 . C2 . H21 . 121.2 no
C3 . C2 . H21 . 120.4 no
C2 . C3 . C4 . 119.2(3) yes
C2 . C3 . H31 . 120.6 no
C4 . C3 . H31 . 120.2 no
C3 . C4 . C5 . 118.8(3) yes
C3 . C4 . H41 . 120.8 no
C5 . C4 . H41 . 120.4 no
C4 . C5 . N1 . 122.0(3) yes
C4 . C5 . C6 . 122.6(2) yes
N1 . C5 . C6 . 115.4(2) yes
C5 . C6 . N2 . 114.1(2) yes
C5 . C6 . C7 . 124.2(3) yes
N2 . C6 . C7 . 121.8(2) yes
C6 . C7 . C8 . 119.6(3) yes
C6 . C7 . H71 . 120.7 no
C8 . C7 . H71 . 119.7 no
C7 . C8 . C9 . 117.0(2) yes
C7 . C8 . C16 . 121.2(2) yes
C9 . C8 . C16 . 121.4(2) yes
C7 . C8 . C9 . 117.0(2) yes
C7 . C8 . C116 . 125.6(3) yes
C9 . C8 . C116 . 117.3(3) yes
C8 . C9 . C10 . 120.1(3) yes
C8 . C9 . H91 . 120.4 no
C10 . C9 . H91 . 119.5 no
C9 . C10 . N2 . 121.2(3) yes
C9 . C10 . C11 . 124.1(3) yes
N2 . C10 . C11 . 114.7(2) yes
C10 . C11 . N3 . 114.5(2) yes
C10 . C11 . C12 . 123.2(2) yes
N3 . C11 . C12 . 122.3(3) yes
C11 . C12 . C13 . 118.6(3) yes
C11 . C12 . H121 . 120.8 no
C13 . C12 . H121 . 120.6 no
C12 . C13 . C14 . 119.2(3) yes
C12 . C13 . H131 . 119.7 no
C14 . C13 . H131 . 121.1 no
C13 . C14 . C15 . 119.0(3) yes
C13 . C14 . H141 . 120.4 no
C15 . C14 . H141 . 120.5 no
C14 . C15 . N3 . 122.2(3) yes
C14 . C15 . H151 . 119.7 no
N3 . C15 . H151 . 118.0 no
C8 . C16 . C17 . 109.22(9) yes
C8 . C16 . C18 . 109.54(9) yes
C17 . C16 . C18 . 109.52(9) yes
C8 . C16 . C19 . 109.71(9) yes
C17 . C16 . C19 . 109.51(9) yes
C18 . C16 . C19 . 109.33(9) yes
C16 . C17 . H171 . 110.5 no
C16 . C17 . H173 . 110.3 no
H171 . C17 . H173 . 109.4 no
C16 . C17 . H172 . 108.9 no
H171 . C17 . H172 . 108.5 no
H173 . C17 . H172 . 109.3 no
C16 . C18 . H181 . 108.2 no
C16 . C18 . H182 . 109.8 no
H181 . C18 . H182 . 109.5 no
C16 . C18 . H183 . 109.4 no
H181 . C18 . H183 . 109.9 no
H182 . C18 . H183 . 110.0 no
C16 . C19 . H191 . 108.9 no
C16 . C19 . H192 . 111.1 no
H191 . C19 . H192 . 107.8 no
C16 . C19 . H193 . 110.4 no
H191 . C19 . H193 . 108.7 no
H192 . C19 . H193 . 109.9 no
C8 . C116 . C117 . 109.45(9) yes
C8 . C116 . C118 . 109.51(9) yes
C117 . C116 . C118 . 109.46(9) yes
C8 . C116 . C119 . 109.47(9) yes
C117 . C116 . C119 . 109.46(9) yes
C118 . C116 . C119 . 109.48(9) yes
C116 . C117 . H1171 . 109.9 no
C116 . C117 . H1172 . 109.4 no
H1171 . C117 . H1172 . 109.0 no
C116 . C117 . H1173 . 110.0 no
H1171 . C117 . H1173 . 109.6 no
H1172 . C117 . H1173 . 109.0 no
C116 . C118 . H1182 . 109.0 no
C116 . C118 . H1181 . 109.7 no
H1182 . C118 . H1181 . 109.5 no
C116 . C118 . H1183 . 109.7 no
H1182 . C118 . H1183 . 109.2 no
H1181 . C118 . H1183 . 109.8 no
C116 . C119 . H1192 . 109.4 no
C116 . C119 . H1191 . 109.9 no
H1192 . C119 . H1191 . 109.5 no
C116 . C119 . H1193 . 109.1 no
H1192 . C119 . H1193 . 109.3 no
H1191 . C119 . H1193 . 109.6 no
F1 . P1 . F2 . 90.03(7) yes
F1 . P1 . F3 . 179.80(7) yes
F2 . P1 . F3 . 89.83(7) yes
F1 . P1 . F4 . 90.13(7) yes
F2 . P1 . F4 . 179.83(7) yes
F3 . P1 . F4 . 90.00(7) yes
F1 . P1 . F5 . 90.01(7) yes
F2 . P1 . F5 . 89.88(8) yes
F3 . P1 . F5 . 89.85(7) yes
F4 . P1 . F5 . 90.07(8) yes
F1 . P1 . F6 . 90.10(7) yes
F2 . P1 . F6 . 90.08(8) yes
F3 . P1 . F6 . 90.04(7) yes
F4 . P1 . F6 . 89.97(8) yes
F5 . P1 . F6 . 179.89(7) yes
F101 . P101 . F102 . 90.03(7) yes
F101 . P101 . F103 . 179.85(7) yes
F102 . P101 . F103 . 89.86(7) yes
F101 . P101 . F104 . 90.10(7) yes
F102 . P101 . F104 . 179.87(7) yes
F103 . P101 . F104 . 90.01(7) yes
F101 . P101 . F105 . 90.01(8) yes
F102 . P101 . F105 . 89.91(8) yes
F103 . P101 . F105 . 89.89(8) yes
F104 . P101 . F105 . 90.08(8) yes
F101 . P101 . F106 . 90.08(8) yes
F102 . P101 . F106 . 90.00(8) yes
F103 . P101 . F106 . 90.01(8) yes
F104 . P101 . F106 . 90.00(8) yes
F105 . P101 . F106 . 179.87(7) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C119 . H1193 . C4 3_655 139.5(3) 0.958 2.554 3.341(7) yes
_iucr_refine_instruction_details_constraints
;
#
# Punched on 15/10/11 at 13:57:27
#
#LIST 12
BLOCK SCALE X'S, U'S
EQUIVALENCE PART(1001, OCC)
CONTINUE PART(1002, OCC)
WEIGHT -1 PART(1002, OCC)
EQUIVALENCE PART(2001, OCC)
CONTINUE PART(2002, OCC)
WEIGHT -1 PART(2002, OCC)
RIDE C ( 1,X'S) H ( 11,X'S)
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S)
RIDE C ( 4,X'S) H ( 41,X'S)
RIDE C ( 7,X'S) H ( 71,X'S)
RIDE C ( 9,X'S) H ( 91,X'S)
RIDE C ( 12,X'S) H ( 121,X'S)
RIDE C ( 13,X'S) H ( 131,X'S)
RIDE C ( 14,X'S) H ( 141,X'S)
RIDE C ( 15,X'S) H ( 151,X'S)
RIDE C ( 17,X'S) H ( 171,X'S) H ( 173,X'S) H ( 172,X'S)
RIDE C ( 18,X'S) H ( 181,X'S) H ( 182,X'S) H ( 183,X'S)
RIDE C ( 19,X'S) H ( 191,X'S) H ( 192,X'S) H ( 193,X'S)
RIDE C ( 117,X'S) H (1171,X'S) H (1172,X'S) H (1173,X'S)
RIDE C ( 118,X'S) H (1182,X'S) H (1181,X'S) H (1183,X'S)
RIDE C ( 119,X'S) H (1192,X'S) H (1191,X'S) H (1193,X'S)
END
;
_iucr_refine_instruction_details_restraints
;
#
# Punched on 15/10/11 at 13:57:27
#
#LIST 16
NO
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
REM SHIFTLIMIT START (DO NOT REMOVE THIS LINE)
REM
REM SHIFTLIMIT END (DO NOT REMOVE THIS LINE)
REM ASSEMBLY1 START (DO NOT REMOVE THIS LINE)
REM EXTERNAL BONDS
DISTANCES 0.0 , 0.01 = MEAN
CONTINUE C(16) TO C(8) C(116) TO C(8)
REM INTERNAL BONDS
DISTANCES 0.0 , 0.01 = MEAN
CONTINUE C(16) TO C(17) C(116) TO C(117)
CONTINUE C(16) TO C(18) C(116) TO C(118)
CONTINUE C(16) TO C(19) C(116) TO C(119)
REM ANGLES RESTRAINTS
ANGLES 0.0 , 0.10 = MEAN
CONTINUE C(17) TO C(16) TO C(8) C(117) TO C(116) TO C(8)
CONTINUE C(18) TO C(16) TO C(8) C(118) TO C(116) TO C(8)
CONTINUE C(18) TO C(16) TO C(17) C(118) TO C(116) TO C(117)
CONTINUE C(19) TO C(16) TO C(8) C(119) TO C(116) TO C(8)
CONTINUE C(19) TO C(16) TO C(17) C(119) TO C(116) TO C(117)
CONTINUE C(19) TO C(16) TO C(18) C(119) TO C(116) TO C(118)
REM VIBRATIONAL RESTRAINTS
VIBRATIONS 0.0, 0.0100 =
CONTINUE C(16) TO C(8) C(116) TO C(8)
CONTINUE C(16) TO C(17) C(116) TO C(117)
CONTINUE C(16) TO C(18) C(116) TO C(118)
CONTINUE C(16) TO C(19) C(116) TO C(119)
VIBRATIONS 0.0, 0.00100 =
CONTINUE C(16) TO C(116)
CONTINUE C(17) TO C(117)
CONTINUE C(18) TO C(118)
CONTINUE C(19) TO C(119)
REM SIMILARITY RESTRAINTS
U(IJ)'S 0.0, 0.0200 =
CONTINUE C(16) TO C(8) C(116) TO C(8)
CONTINUE C(16) TO C(17) C(116) TO C(117)
CONTINUE C(16) TO C(18) C(116) TO C(118)
CONTINUE C(16) TO C(19) C(116) TO C(119)
U(IJ)'S 0.0, 0.00200 =
CONTINUE C(16) TO C(116)
CONTINUE C(17) TO C(117)
CONTINUE C(18) TO C(118)
CONTINUE C(19) TO C(119)
REM ASSEMBLY1 END (DO NOT REMOVE THIS LINE)
REM ASSEMBLY2 START (DO NOT REMOVE THIS LINE)
REM INTERNAL BONDS
DISTANCES 0.0 , 0.01 = MEAN
CONTINUE P(1) TO F(1) P(101) TO F(101)
CONTINUE P(1) TO F(2) P(101) TO F(102)
CONTINUE P(1) TO F(3) P(101) TO F(103)
CONTINUE P(1) TO F(4) P(101) TO F(104)
CONTINUE P(1) TO F(5) P(101) TO F(105)
CONTINUE P(1) TO F(6) P(101) TO F(106)
REM ANGLES RESTRAINTS
ANGLES 0.0 , 0.10 = MEAN
CONTINUE F(2) TO P(1) TO F(1) F(102) TO P(101) TO F(101)
CONTINUE F(3) TO P(1) TO F(2) F(103) TO P(101) TO F(102)
CONTINUE F(4) TO P(1) TO F(1) F(104) TO P(101) TO F(101)
CONTINUE F(4) TO P(1) TO F(3) F(104) TO P(101) TO F(103)
CONTINUE F(5) TO P(1) TO F(1) F(105) TO P(101) TO F(101)
CONTINUE F(5) TO P(1) TO F(2) F(105) TO P(101) TO F(102)
CONTINUE F(5) TO P(1) TO F(3) F(105) TO P(101) TO F(103)
CONTINUE F(5) TO P(1) TO F(4) F(105) TO P(101) TO F(104)
CONTINUE F(6) TO P(1) TO F(1) F(106) TO P(101) TO F(101)
CONTINUE F(6) TO P(1) TO F(2) F(106) TO P(101) TO F(102)
CONTINUE F(6) TO P(1) TO F(3) F(106) TO P(101) TO F(103)
CONTINUE F(6) TO P(1) TO F(4) F(106) TO P(101) TO F(104)
ANGLES 0.0 , 0.10 = MEAN
CONTINUE F(3) TO P(1) TO F(1) F(103) TO P(101) TO F(101)
CONTINUE F(4) TO P(1) TO F(2) F(104) TO P(101) TO F(102)
CONTINUE F(6) TO P(1) TO F(5) F(106) TO P(101) TO F(105)
REM VIBRATIONAL RESTRAINTS
VIBRATIONS 0.0, 0.0100 =
CONTINUE P(1) TO F(1) P(101) TO F(101)
CONTINUE P(1) TO F(2) P(101) TO F(102)
CONTINUE P(1) TO F(3) P(101) TO F(103)
CONTINUE P(1) TO F(4) P(101) TO F(104)
CONTINUE P(1) TO F(5) P(101) TO F(105)
CONTINUE P(1) TO F(6) P(101) TO F(106)
VIBRATIONS 0.0, 0.00100 =
CONTINUE P(1) TO P(101)
CONTINUE F(1) TO F(101)
CONTINUE F(2) TO F(102)
CONTINUE F(3) TO F(103)
CONTINUE F(4) TO F(104)
CONTINUE F(5) TO F(105)
CONTINUE F(6) TO F(106)
REM SIMILARITY RESTRAINTS
U(IJ)'S 0.0, 0.0200 =
CONTINUE P(1) TO F(1) P(101) TO F(101)
CONTINUE P(1) TO F(2) P(101) TO F(102)
CONTINUE P(1) TO F(3) P(101) TO F(103)
CONTINUE P(1) TO F(4) P(101) TO F(104)
CONTINUE P(1) TO F(5) P(101) TO F(105)
CONTINUE P(1) TO F(6) P(101) TO F(106)
U(IJ)'S 0.0, 0.00200 =
CONTINUE P(1) TO P(101)
CONTINUE F(1) TO F(101)
CONTINUE F(2) TO F(102)
CONTINUE F(3) TO F(103)
CONTINUE F(4) TO F(104)
CONTINUE F(5) TO F(105)
CONTINUE F(6) TO F(106)
REM ASSEMBLY2 END (DO NOT REMOVE THIS LINE)
END
;
# Attachment '- ligand.cif'
data_ligand
_database_code_depnum_ccdc_archive 'CCDC 853667'
#TrackingRef '- ligand.cif'
_audit_creation_date 11-03-09
_audit_creation_method CRYSTALS_ver_14.09
_oxford_structure_analysis_title 'pka192_123k_0m in P2(1)/n'
_chemical_name_systematic ?
_chemical_melting_point ?
_cell_length_a 12.2325(14)
_cell_length_b 10.0731(11)
_cell_length_c 13.1592(14)
_cell_angle_alpha 90
_cell_angle_beta 108.435(5)
_cell_angle_gamma 90
_cell_volume 1538.3(3)
_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
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z 4
# Given Formula = C19 H19 N3
# Dc = 1.25 Fooo = 616.00 Mu = 0.75 M = 289.38
# Found Formula = C19 H19 N3
# Dc = 1.25 FOOO = 616.00 Mu = 0.75 M = 289.38
_chemical_formula_sum 'C19 H19 N3'
_chemical_formula_moiety 'C19 H19 N3'
_chemical_compound_source ?
_chemical_formula_weight 289.38
_cell_measurement_reflns_used 2494
_cell_measurement_theta_min 3
_cell_measurement_theta_max 30
_cell_measurement_temperature 173
_exptl_crystal_description block
_exptl_crystal_colour colourless
_exptl_crystal_size_min 0.030
_exptl_crystal_size_mid 0.110
_exptl_crystal_size_max 0.240
_exptl_crystal_density_diffrn 1.249
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 616
_exptl_absorpt_coefficient_mu 0.075
# Sheldrick geometric approximatio 0.99 1.00
# No experimental values of Tmin/max available
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min 0.99
_exptl_absorpt_correction_T_max 1.00
_diffrn_measurement_device_type 'Bruker Kappa Apex2'
_diffrn_measurement_device Area
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_measurement_method '\f & \w scans'
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution 'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material 'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics 'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time .
_diffrn_standards_interval_count .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_ambient_temperature 173
_diffrn_reflns_number 19659
_reflns_number_total 5342
_diffrn_reflns_av_R_equivalents 0.052
# Number of reflections without Friedels Law is 0
# Number of reflections with Friedels Law is 5342
# Theoretical number of reflections is about 10707
_diffrn_reflns_theta_min 1.982
_diffrn_reflns_theta_max 32.031
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 32.031
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min -18
_diffrn_reflns_limit_h_max 18
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_limit_l_max 19
_reflns_limit_h_min -18
_reflns_limit_h_max 17
_reflns_limit_k_min 0
_reflns_limit_k_max 15
_reflns_limit_l_min 0
_reflns_limit_l_max 19
_oxford_diffrn_Wilson_B_factor 1.61
_oxford_diffrn_Wilson_scale 53.01
_atom_sites_solution_primary direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_diff_density_min -0.20
_refine_diff_density_max 0.28
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns 2313
_refine_ls_number_restraints 0
_refine_ls_number_parameters 199
_oxford_refine_ls_R_factor_ref 0.0409
_refine_ls_wR_factor_ref 0.0455
_refine_ls_goodness_of_fit_ref 1.1300
_refine_ls_shift/su_max 0.0003962
_refine_ls_shift/su_mean 0.0000454
# The values computed from all data
_oxford_reflns_number_all 5331
_refine_ls_R_factor_all 0.1008
_refine_ls_wR_factor_all 0.1260
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 2802
_refine_ls_R_factor_gt 0.0476
_refine_ls_wR_factor_gt 0.0506
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration .
_refine_ls_structure_factor_coef F
_refine_ls_matrix_type full
_refine_ls_hydrogen_treatment none # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
0.178 0.148 0.486E-01
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C.,
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.
Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2,
Version 2 User Manual, M86-E01078, Madison, WI.
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276,
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326.
New York: Academic Press.
Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.
Watkin D.J. (1994).
Acta Cryst, A50, 411-437.
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical
Crystallography Laboratory, Oxford, UK.
;
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atomsattached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.74001(12) 0.26998(14) 0.65855(11) 0.0242 1.0000 Uani . . . . . .
N2 N 0.94397(12) 0.50814(14) 0.62630(11) 0.0205 1.0000 Uani . . . . . .
N3 N 1.06856(13) 0.82639(15) 0.60989(13) 0.0266 1.0000 Uani . . . . . .
C1 C 0.73449(15) 0.14191(18) 0.68314(14) 0.0273 1.0000 Uani . . . . . .
C2 C 0.82026(16) 0.05058(18) 0.68792(14) 0.0277 1.0000 Uani . . . . . .
C3 C 0.91803(17) 0.09435(18) 0.66680(14) 0.0282 1.0000 Uani . . . . . .
C4 C 0.92730(15) 0.22726(17) 0.64410(14) 0.0240 1.0000 Uani . . . . . .
C5 C 0.83652(14) 0.31201(15) 0.63992(12) 0.0188 1.0000 Uani . . . . . .
C6 C 0.83913(14) 0.45397(16) 0.61032(12) 0.0188 1.0000 Uani . . . . . .
C7 C 0.73695(14) 0.52381(16) 0.56521(13) 0.0200 1.0000 Uani . . . . . .
C8 C 0.73954(14) 0.65473(16) 0.53128(13) 0.0196 1.0000 Uani . . . . . .
C9 C 0.84823(14) 0.71045(16) 0.54926(13) 0.0209 1.0000 Uani . . . . . .
C10 C 0.94742(13) 0.63517(16) 0.59729(12) 0.0195 1.0000 Uani . . . . . .
C11 C 1.06435(14) 0.69368(16) 0.61756(13) 0.0196 1.0000 Uani . . . . . .
C12 C 1.16226(15) 0.61509(19) 0.64212(14) 0.0261 1.0000 Uani . . . . . .
C13 C 1.26895(16) 0.6750(2) 0.66100(16) 0.0319 1.0000 Uani . . . . . .
C14 C 1.27459(16) 0.8117(2) 0.65489(16) 0.0336 1.0000 Uani . . . . . .
C15 C 1.17259(17) 0.88194(19) 0.62871(17) 0.0322 1.0000 Uani . . . . . .
C16 C 0.62675(14) 0.72824(16) 0.47583(13) 0.0205 1.0000 Uani . . . . . .
C17 C 0.55408(15) 0.64421(18) 0.38116(15) 0.0290 1.0000 Uani . . . . . .
C18 C 0.56000(16) 0.7491(2) 0.55588(15) 0.0306 1.0000 Uani . . . . . .
C19 C 0.64702(16) 0.86328(18) 0.43186(16) 0.0308 1.0000 Uani . . . . . .
H11 H 0.6648 0.1128 0.6971 0.0348 1.0000 Uiso R . . . . .
H21 H 0.8123 -0.0404 0.7060 0.0344 1.0000 Uiso R . . . . .
H31 H 0.9777 0.0327 0.6671 0.0356 1.0000 Uiso R . . . . .
H41 H 0.9943 0.2606 0.6294 0.0318 1.0000 Uiso R . . . . .
H71 H 0.6639 0.4803 0.5565 0.0248 1.0000 Uiso R . . . . .
H91 H 0.8561 0.8002 0.5291 0.0252 1.0000 Uiso R . . . . .
H121 H 1.1563 0.5210 0.6469 0.0329 1.0000 Uiso R . . . . .
H131 H 1.3382 0.6226 0.6789 0.0386 1.0000 Uiso R . . . . .
H141 H 1.3461 0.8555 0.6683 0.0401 1.0000 Uiso R . . . . .
H151 H 1.1762 0.9761 0.6235 0.0407 1.0000 Uiso R . . . . .
H173 H 0.4803 0.6870 0.3448 0.0449 1.0000 Uiso R . . . . .
H171 H 0.5961 0.6302 0.3287 0.0448 1.0000 Uiso R . . . . .
H172 H 0.5398 0.5575 0.4084 0.0453 1.0000 Uiso R . . . . .
H181 H 0.4867 0.7913 0.5186 0.0486 1.0000 Uiso R . . . . .
H183 H 0.6060 0.8056 0.6156 0.0492 1.0000 Uiso R . . . . .
H182 H 0.5468 0.6629 0.5862 0.0491 1.0000 Uiso R . . . . .
H192 H 0.5719 0.9044 0.3963 0.0497 1.0000 Uiso R . . . . .
H191 H 0.6920 0.9188 0.4921 0.0498 1.0000 Uiso R . . . . .
H193 H 0.6894 0.8506 0.3798 0.0501 1.0000 Uiso R . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0202(7) 0.0214(7) 0.0311(8) 0.0055(6) 0.0082(6) 0.0003(6)
N2 0.0197(7) 0.0184(6) 0.0235(7) -0.0001(5) 0.0072(6) 0.0003(5)
N3 0.0245(8) 0.0213(7) 0.0373(9) -0.0020(6) 0.0143(7) -0.0039(6)
C1 0.0228(9) 0.0224(9) 0.0348(10) 0.0063(7) 0.0064(7) -0.0015(7)
C2 0.0331(10) 0.0168(8) 0.0298(9) 0.0035(7) 0.0048(7) -0.0002(7)
C3 0.0305(10) 0.0213(8) 0.0298(9) 0.0004(7) 0.0054(8) 0.0083(7)
C4 0.0209(8) 0.0231(9) 0.0281(8) 0.0012(7) 0.0081(7) 0.0016(7)
C5 0.0199(8) 0.0161(7) 0.0187(7) 0.0013(6) 0.0039(6) -0.0009(6)
C6 0.0191(7) 0.0170(7) 0.0211(8) 0.0001(6) 0.0072(6) -0.0023(6)
C7 0.0161(7) 0.0192(8) 0.0240(8) 0.0012(6) 0.0054(6) -0.0007(6)
C8 0.0193(7) 0.0185(7) 0.0207(8) 0.0005(6) 0.0060(6) -0.0009(6)
C9 0.0222(8) 0.0176(7) 0.0222(8) 0.0012(6) 0.0061(6) -0.0008(6)
C10 0.0175(8) 0.0199(8) 0.0221(8) -0.0016(6) 0.0075(6) -0.0016(6)
C11 0.0184(8) 0.0202(8) 0.0214(8) -0.0014(6) 0.0081(6) -0.0026(6)
C12 0.0220(9) 0.0245(9) 0.0307(9) -0.0004(7) 0.0071(7) -0.0005(7)
C13 0.0194(9) 0.0358(11) 0.0393(11) -0.0019(8) 0.0076(8) 0.0005(8)
C14 0.0214(9) 0.0375(11) 0.0435(11) -0.0054(9) 0.0127(8) -0.0100(8)
C15 0.0297(10) 0.0221(9) 0.0483(12) -0.0055(8) 0.0172(9) -0.0093(8)
C16 0.0188(7) 0.0183(8) 0.0225(8) 0.0038(6) 0.0040(6) 0.0010(6)
C17 0.0242(9) 0.0268(9) 0.0304(9) -0.0012(7) 0.0006(7) 0.0008(7)
C18 0.0277(9) 0.0339(10) 0.0314(9) 0.0058(8) 0.0109(7) 0.0105(8)
C19 0.0259(9) 0.0225(9) 0.0386(10) 0.0111(8) 0.0026(8) -0.0007(7)
_refine_ls_extinction_method None
_oxford_refine_ls_scale 0.1462(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C1 . 1.337(2) yes
N1 . C5 . 1.348(2) yes
N2 . C6 . 1.348(2) yes
N2 . C10 . 1.340(2) yes
N3 . C11 . 1.343(2) yes
N3 . C15 . 1.340(2) yes
C1 . C2 . 1.382(3) yes
C1 . H11 . 0.972 no
C2 . C3 . 1.383(3) yes
C2 . H21 . 0.959 no
C3 . C4 . 1.384(2) yes
C3 . H31 . 0.958 no
C4 . C5 . 1.388(2) yes
C4 . H41 . 0.960 no
C5 . C6 . 1.485(2) yes
C6 . C7 . 1.393(2) yes
C7 . C8 . 1.396(2) yes
C7 . H71 . 0.969 no
C8 . C9 . 1.393(2) yes
C8 . C16 . 1.532(2) yes
C9 . C10 . 1.401(2) yes
C9 . H91 . 0.956 no
C10 . C11 . 1.491(2) yes
C11 . C12 . 1.386(2) yes
C12 . C13 . 1.387(3) yes
C12 . H121 . 0.954 no
C13 . C14 . 1.382(3) yes
C13 . H131 . 0.962 no
C14 . C15 . 1.380(3) yes
C14 . H141 . 0.946 no
C15 . H151 . 0.953 no
C16 . C17 . 1.536(2) yes
C16 . C18 . 1.538(2) yes
C16 . C19 . 1.529(2) yes
C17 . H173 . 0.978 no
C17 . H171 . 0.993 no
C17 . H172 . 0.981 no
C18 . H181 . 0.973 no
C18 . H183 . 0.989 no
C18 . H182 . 0.990 no
C19 . H192 . 0.982 no
C19 . H191 . 0.984 no
C19 . H193 . 0.989 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 . N1 . C5 . 117.48(15) yes
C6 . N2 . C10 . 117.15(14) yes
C11 . N3 . C15 . 117.30(17) yes
N1 . C1 . C2 . 123.90(17) yes
N1 . C1 . H11 . 116.8 no
C2 . C1 . H11 . 119.3 no
C1 . C2 . C3 . 118.10(16) yes
C1 . C2 . H21 . 120.9 no
C3 . C2 . H21 . 121.0 no
C2 . C3 . C4 . 119.13(17) yes
C2 . C3 . H31 . 119.9 no
C4 . C3 . H31 . 120.9 no
C3 . C4 . C5 . 118.97(16) yes
C3 . C4 . H41 . 121.0 no
C5 . C4 . H41 . 120.0 no
C4 . C5 . N1 . 122.38(15) yes
C4 . C5 . C6 . 121.29(15) yes
N1 . C5 . C6 . 116.29(14) yes
C5 . C6 . N2 . 116.57(14) yes
C5 . C6 . C7 . 120.48(14) yes
N2 . C6 . C7 . 122.91(15) yes
C6 . C7 . C8 . 120.36(15) yes
C6 . C7 . H71 . 119.4 no
C8 . C7 . H71 . 120.2 no
C7 . C8 . C9 . 116.33(15) yes
C7 . C8 . C16 . 120.05(14) yes
C9 . C8 . C16 . 123.61(15) yes
C8 . C9 . C10 . 120.18(15) yes
C8 . C9 . H91 . 120.6 no
C10 . C9 . H91 . 119.2 no
C9 . C10 . N2 . 123.01(15) yes
C9 . C10 . C11 . 120.79(15) yes
N2 . C10 . C11 . 116.19(14) yes
C10 . C11 . N3 . 115.94(15) yes
C10 . C11 . C12 . 121.69(15) yes
N3 . C11 . C12 . 122.36(16) yes
C11 . C12 . C13 . 119.22(17) yes
C11 . C12 . H121 . 120.3 no
C13 . C12 . H121 . 120.5 no
C12 . C13 . C14 . 118.97(19) yes
C12 . C13 . H131 . 120.8 no
C14 . C13 . H131 . 120.3 no
C13 . C14 . C15 . 117.88(18) yes
C13 . C14 . H141 . 121.0 no
C15 . C14 . H141 . 121.2 no
C14 . C15 . N3 . 124.26(18) yes
C14 . C15 . H151 . 118.0 no
N3 . C15 . H151 . 117.7 no
C8 . C16 . C17 . 108.85(14) yes
C8 . C16 . C18 . 109.45(13) yes
C17 . C16 . C18 . 109.55(14) yes
C8 . C16 . C19 . 112.38(14) yes
C17 . C16 . C19 . 107.76(14) yes
C18 . C16 . C19 . 108.80(15) yes
C16 . C17 . H173 . 111.2 no
C16 . C17 . H171 . 110.4 no
H173 . C17 . H171 . 108.9 no
C16 . C17 . H172 . 108.6 no
H173 . C17 . H172 . 109.1 no
H171 . C17 . H172 . 108.5 no
C16 . C18 . H181 . 108.5 no
C16 . C18 . H183 . 109.3 no
H181 . C18 . H183 . 110.6 no
C16 . C18 . H182 . 110.2 no
H181 . C18 . H182 . 110.1 no
H183 . C18 . H182 . 108.0 no
C16 . C19 . H192 . 108.4 no
C16 . C19 . H191 . 108.5 no
H192 . C19 . H191 . 110.2 no
C16 . C19 . H193 . 109.3 no
H192 . C19 . H193 . 109.9 no
H191 . C19 . H193 . 110.5 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C3 . H31 . N3 1_545 157 0.96 2.58 3.480(3) yes