# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2009
data_global
_journal_name_full 'Dalton Trans.'
_journal_coden_Cambridge 0222
_publ_contact_author_name 'Doris Kunz'
_publ_contact_author_email DORIS.KUNZ@OCI.UNI-HEIDELBERG.DE
_publ_section_title
;
Controlling the Coordination Modes of a New and Highly
Flexible Ligand Bearing Two N-Heterocyclic Carbene Moieties at a Bipyridine
Backbone
;
loop_
_publ_author_name
'Doris Kunz'
'Christine Deissler'
'Frank Rominger'
# Attachment 'cifcorrected.cif'
data_cd14
_database_code_depnum_ccdc_archive 'CCDC 726854'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '3 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C24 H28 B2 F8 N8'
_chemical_formula_weight 602.16
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'
B B 0.0013 0.0007 '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'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M P2(1)/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 6.6257(14)
_cell_length_b 18.518(4)
_cell_length_c 11.731(3)
_cell_angle_alpha 90.00
_cell_angle_beta 90.122(5)
_cell_angle_gamma 90.00
_cell_volume 1439.3(5)
_cell_formula_units_Z 2
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 3143
_cell_measurement_theta_min 3.07
_cell_measurement_theta_max 24.97
_exptl_crystal_description polyhedron
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.50
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.10
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.389
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 620
_exptl_absorpt_coefficient_mu 0.122
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9417
_exptl_absorpt_correction_T_max 0.9879
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 10543
_diffrn_reflns_av_R_equivalents 0.0299
_diffrn_reflns_av_sigmaI/netI 0.0237
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_k_min -21
_diffrn_reflns_limit_k_max 21
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_theta_min 1.10
_diffrn_reflns_theta_max 24.16
_reflns_number_total 2306
_reflns_number_gt 1941
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_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^)+(0.1210P)^2^+0.4858P] 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 mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 2306
_refine_ls_number_parameters 213
_refine_ls_number_restraints 94
_refine_ls_R_factor_all 0.0776
_refine_ls_R_factor_gt 0.0669
_refine_ls_wR_factor_ref 0.1872
_refine_ls_wR_factor_gt 0.1781
_refine_ls_goodness_of_fit_ref 1.054
_refine_ls_restrained_S_all 1.084
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1188(6) 0.4894(2) 0.7009(3) 0.0578(11) Uani 1 1 d . . .
H1 H 0.0096 0.4880 0.7533 0.069 Uiso 1 1 calc R . .
C2 C 0.2750(7) 0.4410(2) 0.7073(3) 0.0604(11) Uani 1 1 d . . .
H2 H 0.2763 0.4051 0.7652 0.072 Uiso 1 1 calc R . .
C3 C 0.4307(6) 0.44456(19) 0.6290(3) 0.0497(9) Uani 1 1 d . . .
H3 H 0.5412 0.4120 0.6330 0.060 Uiso 1 1 calc R . .
C4 C 0.4214(5) 0.49681(17) 0.5445(3) 0.0376(8) Uani 1 1 d . . .
N5 N 0.2677(4) 0.54455(13) 0.5386(2) 0.0373(7) Uani 1 1 d . . .
C15 C 0.1272(5) 0.53977(18) 0.6161(3) 0.0423(8) Uani 1 1 d . . .
C21 C -0.0312(6) 0.6438(2) 0.5230(4) 0.0513(9) Uani 1 1 d . . .
H21 H 0.076(8) 0.653(2) 0.474(4) 0.071(13) Uiso 1 1 d . . .
N22 N -0.0295(4) 0.59294(15) 0.6040(3) 0.0440(7) Uani 1 1 d . . .
C23 C -0.2000(6) 0.6023(2) 0.6705(4) 0.0585(11) Uani 1 1 d . . .
H23 H -0.2392 0.5740 0.7343 0.070 Uiso 1 1 calc R . .
C24 C -0.2993(7) 0.6594(2) 0.6272(4) 0.0673(12) Uani 1 1 d . . .
H24 H -0.4206 0.6797 0.6561 0.081 Uiso 1 1 calc R . .
N25 N -0.1956(5) 0.68306(18) 0.5351(3) 0.0643(10) Uani 1 1 d . . .
C26 C -0.2518(8) 0.7455(3) 0.4586(6) 0.0924(17) Uani 1 1 d . . .
H26A H -0.1683 0.7437 0.3887 0.111 Uiso 1 1 calc R . .
H26B H -0.3950 0.7407 0.4354 0.111 Uiso 1 1 calc R . .
C27 C -0.2237(14) 0.8129(3) 0.5126(7) 0.127(3) Uani 1 1 d . . .
H27A H -0.2611 0.8518 0.4600 0.190 Uiso 1 1 calc R . .
H27B H -0.0818 0.8182 0.5347 0.190 Uiso 1 1 calc R . .
H27C H -0.3088 0.8155 0.5807 0.190 Uiso 1 1 calc R . .
C30 C 0.2649(8) 0.5431(3) 0.0286(5) 0.0742(13) Uani 1 1 d . . .
N30 N 0.2583(9) 0.4979(3) 0.0914(5) 0.1045(17) Uani 1 1 d . . .
C31 C 0.2757(11) 0.6007(3) -0.0504(5) 0.0995(18) Uani 1 1 d . . .
H31A H 0.3240 0.6443 -0.0116 0.149 Uiso 1 1 calc R . .
H31B H 0.1414 0.6098 -0.0825 0.149 Uiso 1 1 calc R . .
H31C H 0.3692 0.5880 -0.1119 0.149 Uiso 1 1 calc R . .
B1 B 0.2468(9) 0.7241(3) 0.2492(5) 0.0509(15) Uani 0.785(7) 1 d PD A 1
F1 F 0.0820(11) 0.6833(5) 0.2299(6) 0.179(4) Uani 0.785(7) 1 d PD A 1
F2 F 0.2293(10) 0.7930(2) 0.2193(5) 0.134(2) Uani 0.785(7) 1 d PD A 1
F3 F 0.4177(7) 0.6956(2) 0.2011(4) 0.1160(19) Uani 0.785(7) 1 d PD A 1
F4 F 0.2750(7) 0.7221(3) 0.3663(3) 0.0990(15) Uani 0.785(7) 1 d PD A 1
B1B B 0.228(3) 0.7314(12) 0.2384(17) 0.083(3) Uiso 0.215(7) 1 d PD A 2
F1B F 0.264(3) 0.7373(10) 0.1260(14) 0.125(5) Uiso 0.215(7) 1 d PD A 2
F2B F 0.087(3) 0.7811(10) 0.2628(18) 0.125(5) Uiso 0.215(7) 1 d PD A 2
F4B F 0.151(4) 0.6664(11) 0.269(2) 0.125(5) Uiso 0.215(7) 1 d PD A 2
F3B F 0.399(3) 0.7366(11) 0.3015(17) 0.125(5) Uiso 0.215(7) 1 d PD A 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
C1 0.056(2) 0.063(2) 0.055(2) 0.003(2) 0.021(2) 0.0021(19)
C2 0.069(3) 0.052(2) 0.060(2) 0.0146(18) 0.024(2) 0.011(2)
C3 0.047(2) 0.0448(19) 0.057(2) 0.0106(17) 0.0066(19) 0.0067(16)
C4 0.0382(17) 0.0333(15) 0.0412(17) -0.0028(14) 0.0000(14) -0.0025(13)
N5 0.0331(14) 0.0349(13) 0.0438(15) -0.0049(11) 0.0021(13) -0.0008(12)
C15 0.0372(18) 0.0410(18) 0.049(2) -0.0102(15) 0.0029(17) -0.0031(14)
C21 0.042(2) 0.052(2) 0.060(2) -0.0038(19) -0.001(2) 0.0071(17)
N22 0.0343(15) 0.0423(15) 0.0554(17) -0.0101(14) 0.0059(14) 0.0021(12)
C23 0.049(2) 0.055(2) 0.072(2) -0.019(2) 0.014(2) -0.0004(19)
C24 0.048(2) 0.063(2) 0.091(3) -0.025(2) 0.011(2) 0.006(2)
N25 0.0531(19) 0.060(2) 0.080(2) -0.0088(19) -0.0044(19) 0.0142(16)
C26 0.081(3) 0.081(3) 0.116(4) -0.015(3) -0.017(4) 0.036(3)
C27 0.149(6) 0.084(4) 0.148(6) 0.028(4) -0.022(6) -0.006(4)
C30 0.074(3) 0.069(3) 0.080(3) -0.003(3) 0.025(3) -0.004(2)
N30 0.112(4) 0.089(3) 0.113(3) 0.012(3) 0.052(3) 0.008(3)
C31 0.108(4) 0.085(3) 0.106(4) 0.007(3) 0.004(4) -0.008(3)
B1 0.048(3) 0.051(3) 0.053(3) 0.010(2) -0.005(3) -0.007(3)
F1 0.146(6) 0.255(9) 0.136(6) -0.013(5) -0.006(4) -0.132(6)
F2 0.139(4) 0.090(3) 0.174(5) 0.061(3) 0.021(4) 0.037(3)
F3 0.120(4) 0.100(3) 0.128(4) -0.004(3) 0.054(3) 0.021(2)
F4 0.092(3) 0.136(3) 0.069(2) 0.017(2) -0.003(2) -0.001(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C15 1.364(5) . ?
C1 C2 1.372(6) . ?
C2 C3 1.385(5) . ?
C3 C4 1.386(5) . ?
C4 N5 1.350(4) . ?
C4 C4 1.481(7) 3_666 ?
N5 C15 1.307(5) . ?
C15 N22 1.438(5) . ?
C21 N25 1.318(5) . ?
C21 N22 1.337(5) . ?
N22 C23 1.386(5) . ?
C23 C24 1.344(6) . ?
C24 N25 1.354(6) . ?
N25 C26 1.511(7) . ?
C26 C27 1.411(9) . ?
C30 N30 1.115(7) . ?
C30 C31 1.416(8) . ?
B1 F2 1.328(7) . ?
B1 F1 1.346(7) . ?
B1 F3 1.372(7) . ?
B1 F4 1.387(7) . ?
B1B F2B 1.344(15) . ?
B1B F1B 1.344(14) . ?
B1B F4B 1.354(15) . ?
B1B F3B 1.357(14) . ?
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
C15 C1 C2 117.1(3) . . ?
C1 C2 C3 119.7(3) . . ?
C2 C3 C4 118.4(3) . . ?
N5 C4 C3 121.7(3) . . ?
N5 C4 C4 116.3(4) . 3_666 ?
C3 C4 C4 122.0(4) . 3_666 ?
C15 N5 C4 117.3(3) . . ?
N5 C15 C1 125.8(3) . . ?
N5 C15 N22 113.6(3) . . ?
C1 C15 N22 120.6(3) . . ?
N25 C21 N22 108.5(4) . . ?
C21 N22 C23 107.8(3) . . ?
C21 N22 C15 123.9(3) . . ?
C23 N22 C15 128.3(3) . . ?
C24 C23 N22 106.5(4) . . ?
C23 C24 N25 107.9(4) . . ?
C21 N25 C24 109.2(4) . . ?
C21 N25 C26 124.2(4) . . ?
C24 N25 C26 126.7(4) . . ?
C27 C26 N25 112.2(5) . . ?
N30 C30 C31 179.2(7) . . ?
F2 B1 F1 115.1(7) . . ?
F2 B1 F3 109.4(5) . . ?
F1 B1 F3 112.6(6) . . ?
F2 B1 F4 107.4(5) . . ?
F1 B1 F4 105.0(5) . . ?
F3 B1 F4 106.7(5) . . ?
F2B B1B F1B 106.1(16) . . ?
F2B B1B F4B 106.9(17) . . ?
F1B B1B F4B 113.4(18) . . ?
F2B B1B F3B 114.6(18) . . ?
F1B B1B F3B 112.3(17) . . ?
F4B B1B F3B 103.6(16) . . ?
_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full 24.16
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max 0.363
_refine_diff_density_min -0.310
_refine_diff_density_rms 0.056
#===============================================================
data_cd16
_database_code_depnum_ccdc_archive 'CCDC 726855'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '4 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C18 H18 B2 F8 N6'
_chemical_formula_weight 492.00
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'
B B 0.0013 0.0007 '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'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M P2(1)/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 10.8786(3)
_cell_length_b 16.5990(4)
_cell_length_c 12.5729(4)
_cell_angle_alpha 90.00
_cell_angle_beta 108.4430(10)
_cell_angle_gamma 90.00
_cell_volume 2153.73(10)
_cell_formula_units_Z 4
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description needle
_exptl_crystal_colour colorless
_exptl_crystal_size_max .42
_exptl_crystal_size_mid .08
_exptl_crystal_size_min .07
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.517
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1000
_exptl_absorpt_coefficient_mu 0.141
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9430
_exptl_absorpt_correction_T_max 0.9902
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker Smart CCD'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 12779
_diffrn_reflns_av_R_equivalents 0.0581
_diffrn_reflns_av_sigmaI/netI 0.0407
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_theta_min 1.97
_diffrn_reflns_theta_max 22.12
_reflns_number_total 2668
_reflns_number_gt 1979
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SHELXTL'
_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^)+(0.0540P)^2^+1.1841P] 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 0.0052(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 2668
_refine_ls_number_parameters 402
_refine_ls_number_restraints 436
_refine_ls_R_factor_all 0.0687
_refine_ls_R_factor_gt 0.0456
_refine_ls_wR_factor_ref 0.1225
_refine_ls_wR_factor_gt 0.1062
_refine_ls_goodness_of_fit_ref 1.049
_refine_ls_restrained_S_all 1.077
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1_1 C 0.0427(3) 0.10058(19) 0.5715(3) 0.0505(9) Uani 1 1 d . . .
H1_1 H -0.0016 0.0976 0.6255 0.061 Uiso 1 1 calc R . .
C2_1 C 0.1143(3) 0.16821(19) 0.5647(3) 0.0565(9) Uani 1 1 d . . .
H2_1 H 0.1197 0.2120 0.6147 0.068 Uiso 1 1 calc R . .
C3_1 C 0.1775(3) 0.17223(19) 0.4858(3) 0.0499(9) Uani 1 1 d . . .
H3_1 H 0.2267 0.2181 0.4789 0.060 Uiso 1 1 calc R . .
C4_1 C 0.1652(3) 0.10571(18) 0.4171(2) 0.0414(8) Uani 1 1 d . . .
N5_1 N 0.0986(2) 0.03956(14) 0.4213(2) 0.0406(6) Uani 1 1 d . . .
C15_1 C 0.0370(3) 0.03745(18) 0.4985(2) 0.0398(7) Uani 1 1 d . . .
C21_1 C 0.2206(3) 0.04252(19) 0.2614(3) 0.0451(8) Uani 1 1 d . . .
H21_1 H 0.1757 -0.0067 0.2608 0.054 Uiso 1 1 calc R . .
N22_1 N 0.2274(2) 0.10406(14) 0.3320(2) 0.0417(7) Uani 1 1 d . . .
C23_1 C 0.3018(3) 0.1640(2) 0.3059(3) 0.0531(9) Uani 1 1 d . . .
H23_1 H 0.3235 0.2145 0.3426 0.064 Uiso 1 1 calc R . .
C24_1 C 0.3371(3) 0.1374(2) 0.2194(3) 0.0559(9) Uani 1 1 d . . .
H24_1 H 0.3880 0.1659 0.1828 0.067 Uiso 1 1 calc R . .
N25_1 N 0.2864(2) 0.06129(16) 0.1929(2) 0.0486(7) Uani 1 1 d . . .
C26_1 C 0.2989(4) 0.0104(2) 0.1005(3) 0.0637(10) Uani 1 1 d . . .
H26A_1 H 0.2833 -0.0460 0.1152 0.096 Uiso 1 1 calc R . .
H26B_1 H 0.3864 0.0160 0.0951 0.096 Uiso 1 1 calc R . .
H26C_1 H 0.2352 0.0275 0.0298 0.096 Uiso 1 1 calc R . .
B1_1 B 0.0324(7) 0.3744(4) 0.3743(6) 0.0502(19) Uani 0.748(16) 1 d PDU A 1
F1_1 F -0.1023(4) 0.3778(3) 0.3376(9) 0.095(2) Uani 0.748(16) 1 d PDU A 1
F2_1 F 0.0695(5) 0.3130(2) 0.3160(4) 0.0697(17) Uani 0.748(16) 1 d PDU A 1
F3_1 F 0.0764(9) 0.3559(3) 0.4864(5) 0.0675(17) Uani 0.748(16) 1 d PDU A 1
F4_1 F 0.0785(7) 0.4475(3) 0.3540(5) 0.0770(17) Uani 0.748(16) 1 d PDU A 1
B1B_1 B 0.9647(19) 0.6174(15) -0.3644(18) 0.078(6) Uani 0.252(16) 1 d PDU A 2
F1B_1 F 0.965(3) 0.6442(16) -0.4669(18) 0.119(9) Uani 0.252(16) 1 d PDU A 2
F2B_1 F 0.938(3) 0.5371(15) -0.373(2) 0.194(12) Uani 0.252(16) 1 d PDU A 2
F3B_1 F 1.0829(19) 0.6294(10) -0.2842(14) 0.079(4) Uani 0.252(16) 1 d PDU A 2
F4B_1 F 0.868(3) 0.652(3) -0.3316(19) 0.199(13) Uani 0.252(16) 1 d PDU A 2
C1_2 C 0.4906(3) -0.0873(2) 0.4014(3) 0.0522(9) Uani 1 1 d . . .
H1_2 H 0.4377 -0.1239 0.4256 0.063 Uiso 1 1 calc R . .
C2_2 C 0.5362(3) -0.1070(2) 0.3143(3) 0.0575(9) Uani 1 1 d . . .
H2_2 H 0.5157 -0.1579 0.2783 0.069 Uiso 1 1 calc R . .
C3_2 C 0.6120(3) -0.05261(19) 0.2794(3) 0.0517(9) Uani 1 1 d . . .
H3_2 H 0.6434 -0.0641 0.2186 0.062 Uiso 1 1 calc R . .
C4_2 C 0.6396(3) 0.01936(18) 0.3375(3) 0.0404(8) Uani 1 1 d . . .
N5_2 N 0.5982(2) 0.04016(14) 0.4214(2) 0.0414(7) Uani 1 1 d . . .
C15_2 C 0.5230(3) -0.01306(18) 0.4533(2) 0.0405(8) Uani 1 1 d . . .
C21_2 C 0.7825(3) 0.0726(2) 0.2353(3) 0.0466(8) Uani 1 1 d . . .
H21_2 H 0.7900 0.0247 0.1965 0.056 Uiso 1 1 calc R . .
N22_2 N 0.7164(2) 0.08039(15) 0.3075(2) 0.0423(7) Uani 1 1 d . . .
C23_2 C 0.7280(3) 0.15904(19) 0.3456(3) 0.0552(9) Uani 1 1 d . . .
H23_2 H 0.6908 0.1816 0.3978 0.066 Uiso 1 1 calc R . .
C24_2 C 0.8019(3) 0.1970(2) 0.2943(3) 0.0579(9) Uani 1 1 d . . .
H24_2 H 0.8266 0.2521 0.3033 0.069 Uiso 1 1 calc R . .
N25_2 N 0.8360(2) 0.14269(16) 0.2267(2) 0.0490(7) Uani 1 1 d . . .
C26_2 C 0.9105(4) 0.1601(2) 0.1500(3) 0.0662(10) Uani 1 1 d . . .
H26A_2 H 0.9357 0.1093 0.1227 0.099 Uiso 1 1 calc R . .
H26B_2 H 0.9884 0.1908 0.1898 0.099 Uiso 1 1 calc R . .
H26C_2 H 0.8571 0.1917 0.0862 0.099 Uiso 1 1 calc R . .
B1_2 B 0.5223(8) 0.3259(6) 0.5037(8) 0.041(2) Uani 0.625(14) 1 d PDU B 1
F1_2 F 0.5964(8) 0.2950(4) 0.4473(7) 0.121(2) Uani 0.625(14) 1 d PDU B 1
F2_2 F 0.5346(9) 0.2845(4) 0.5990(5) 0.093(2) Uani 0.625(14) 1 d PDU B 1
F3_2 F 0.3963(4) 0.3293(3) 0.4392(7) 0.090(2) Uani 0.625(14) 1 d PDU B 1
F4_2 F 0.5657(14) 0.4027(6) 0.5325(13) 0.098(4) Uani 0.625(14) 1 d PDU B 1
B1B_2 B 0.5360(14) 0.3141(10) 0.5100(12) 0.053(4) Uani 0.375(14) 1 d PDU B 2
F1B_2 F 0.4559(15) 0.2733(5) 0.5566(13) 0.089(4) Uani 0.375(14) 1 d PDU B 2
F2B_2 F 0.469(2) 0.3159(7) 0.3986(7) 0.140(8) Uani 0.375(14) 1 d PDU B 2
F3B_2 F 0.6420(8) 0.2662(7) 0.5271(15) 0.113(6) Uani 0.375(14) 1 d PDU B 2
F4B_2 F 0.5576(19) 0.3900(9) 0.5562(19) 0.073(3) Uani 0.375(14) 1 d PDU 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
C1_1 0.054(2) 0.050(2) 0.053(2) -0.0038(17) 0.0244(18) -0.0039(17)
C2_1 0.067(2) 0.045(2) 0.066(2) -0.0097(17) 0.032(2) -0.0051(18)
C3_1 0.054(2) 0.0427(19) 0.056(2) -0.0029(17) 0.0215(18) -0.0065(16)
C4_1 0.0382(18) 0.050(2) 0.0352(18) 0.0078(15) 0.0100(15) 0.0033(15)
N5_1 0.0369(15) 0.0407(15) 0.0426(15) 0.0047(12) 0.0104(13) -0.0025(12)
C15_1 0.0364(18) 0.0423(18) 0.0396(18) 0.0052(15) 0.0106(15) 0.0015(14)
C21_1 0.0445(19) 0.0450(19) 0.046(2) 0.0023(17) 0.0141(17) -0.0035(15)
N22_1 0.0416(15) 0.0414(15) 0.0405(15) 0.0049(13) 0.0106(13) -0.0039(12)
C23_1 0.055(2) 0.051(2) 0.055(2) 0.0030(17) 0.0205(18) -0.0132(17)
C24_1 0.058(2) 0.058(2) 0.053(2) 0.0093(18) 0.0201(19) -0.0117(18)
N25_1 0.0480(17) 0.0598(19) 0.0384(16) 0.0034(13) 0.0141(14) 0.0001(14)
C26_1 0.067(2) 0.078(3) 0.047(2) -0.0020(19) 0.0185(19) 0.007(2)
B1_1 0.056(5) 0.042(4) 0.049(5) 0.006(4) 0.011(4) -0.007(4)
F1_1 0.060(2) 0.057(2) 0.159(6) 0.004(3) 0.024(3) 0.0013(17)
F2_1 0.092(3) 0.064(2) 0.058(2) -0.0041(16) 0.029(2) 0.0065(18)
F3_1 0.103(4) 0.051(2) 0.059(2) 0.0095(18) 0.039(2) -0.003(2)
F4_1 0.107(4) 0.066(3) 0.059(3) 0.0088(19) 0.027(3) -0.040(2)
B1B_1 0.083(14) 0.094(14) 0.077(16) 0.00(2) 0.054(10) -0.026(19)
F1B_1 0.14(2) 0.155(17) 0.091(9) 0.046(12) 0.069(10) 0.034(12)
F2B_1 0.17(2) 0.102(12) 0.20(2) 0.071(11) -0.096(14) -0.058(11)
F3B_1 0.090(8) 0.055(7) 0.098(9) 0.003(6) 0.040(7) -0.016(6)
F4B_1 0.138(14) 0.38(3) 0.112(14) 0.108(19) 0.081(12) 0.14(2)
C1_2 0.056(2) 0.047(2) 0.058(2) 0.0035(17) 0.0244(18) -0.0003(17)
C2_2 0.072(2) 0.045(2) 0.061(2) -0.0069(17) 0.028(2) -0.0041(18)
C3_2 0.063(2) 0.049(2) 0.050(2) -0.0004(17) 0.0270(18) 0.0005(17)
C4_2 0.0367(18) 0.0430(19) 0.0411(18) 0.0067(15) 0.0117(15) 0.0048(14)
N5_2 0.0365(15) 0.0448(15) 0.0440(16) 0.0044(12) 0.0142(13) 0.0047(12)
C15_2 0.0365(18) 0.0412(19) 0.0428(18) 0.0064(15) 0.0112(15) 0.0061(15)
C21_2 0.049(2) 0.048(2) 0.047(2) 0.0044(15) 0.0203(17) 0.0029(16)
N22_2 0.0418(15) 0.0442(16) 0.0430(15) 0.0027(12) 0.0165(13) 0.0011(12)
C23_2 0.062(2) 0.048(2) 0.063(2) -0.0108(18) 0.0294(19) -0.0064(17)
C24_2 0.062(2) 0.051(2) 0.066(2) -0.0021(18) 0.028(2) -0.0062(18)
N25_2 0.0446(16) 0.0554(18) 0.0501(17) 0.0049(14) 0.0194(14) 0.0018(14)
C26_2 0.065(2) 0.076(3) 0.068(2) 0.010(2) 0.036(2) -0.004(2)
B1_2 0.048(6) 0.039(5) 0.042(7) 0.003(5) 0.022(5) 0.006(4)
F1_2 0.135(5) 0.156(5) 0.099(6) 0.004(4) 0.074(5) 0.065(5)
F2_2 0.121(5) 0.086(3) 0.076(3) 0.034(3) 0.038(3) 0.003(4)
F3_2 0.062(3) 0.083(3) 0.105(4) -0.011(3) -0.002(2) -0.010(2)
F4_2 0.104(5) 0.062(3) 0.114(8) 0.000(3) 0.015(4) -0.039(3)
B1B_2 0.056(10) 0.062(10) 0.042(9) -0.012(10) 0.018(8) -0.015(6)
F1B_2 0.114(8) 0.071(4) 0.116(8) -0.021(5) 0.084(8) -0.020(5)
F2B_2 0.227(19) 0.103(7) 0.049(5) 0.011(4) -0.014(6) -0.052(9)
F3B_2 0.065(5) 0.102(7) 0.170(13) -0.064(7) 0.034(6) -0.002(4)
F4B_2 0.073(7) 0.060(6) 0.083(7) -0.022(7) 0.021(5) -0.010(5)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1_1 C15_1 1.381(4) . ?
C1_1 C2_1 1.384(4) . ?
C2_1 C3_1 1.376(4) . ?
C3_1 C4_1 1.382(4) . ?
C4_1 N5_1 1.325(4) . ?
C4_1 N22_1 1.436(4) . ?
N5_1 C15_1 1.344(4) . ?
C15_1 C15_1 1.488(6) 3_556 ?
C21_1 N25_1 1.320(4) . ?
C21_1 N22_1 1.340(4) . ?
N22_1 C23_1 1.385(4) . ?
C23_1 C24_1 1.338(4) . ?
C24_1 N25_1 1.377(4) . ?
N25_1 C26_1 1.476(4) . ?
B1_1 F4_1 1.367(7) . ?
B1_1 F3_1 1.373(7) . ?
B1_1 F2_1 1.388(7) . ?
B1_1 F1_1 1.391(7) . ?
B1B_1 F2B_1 1.362(14) . ?
B1B_1 F1B_1 1.364(14) . ?
B1B_1 F4B_1 1.368(14) . ?
B1B_1 F3B_1 1.374(14) . ?
C1_2 C2_2 1.377(4) . ?
C1_2 C15_2 1.386(4) . ?
C2_2 C3_2 1.385(4) . ?
C3_2 C4_2 1.383(4) . ?
C4_2 N5_2 1.318(4) . ?
C4_2 N22_2 1.437(4) . ?
N5_2 C15_2 1.348(4) . ?
C15_2 C15_2 1.479(6) 3_656 ?
C21_2 N25_2 1.320(4) . ?
C21_2 N22_2 1.332(4) . ?
N22_2 C23_2 1.382(4) . ?
C23_2 C24_2 1.337(4) . ?
C24_2 N25_2 1.368(4) . ?
N25_2 C26_2 1.471(4) . ?
B1_2 F1_2 1.333(8) . ?
B1_2 F2_2 1.351(9) . ?
B1_2 F3_2 1.355(9) . ?
B1_2 F4_2 1.369(9) . ?
B1B_2 F2B_2 1.360(13) . ?
B1B_2 F3B_2 1.361(13) . ?
B1B_2 F1B_2 1.373(13) . ?
B1B_2 F4B_2 1.377(12) . ?
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
C15_1 C1_1 C2_1 118.8(3) . . ?
C3_1 C2_1 C1_1 120.2(3) . . ?
C2_1 C3_1 C4_1 116.1(3) . . ?
N5_1 C4_1 C3_1 125.7(3) . . ?
N5_1 C4_1 N22_1 114.0(3) . . ?
C3_1 C4_1 N22_1 120.4(3) . . ?
C4_1 N5_1 C15_1 117.0(3) . . ?
N5_1 C15_1 C1_1 122.2(3) . . ?
N5_1 C15_1 C15_1 115.9(3) . 3_556 ?
C1_1 C15_1 C15_1 121.9(3) . 3_556 ?
N25_1 C21_1 N22_1 109.0(3) . . ?
C21_1 N22_1 C23_1 107.7(3) . . ?
C21_1 N22_1 C4_1 124.6(3) . . ?
C23_1 N22_1 C4_1 127.7(3) . . ?
C24_1 C23_1 N22_1 107.2(3) . . ?
C23_1 C24_1 N25_1 107.6(3) . . ?
C21_1 N25_1 C24_1 108.5(3) . . ?
C21_1 N25_1 C26_1 125.6(3) . . ?
C24_1 N25_1 C26_1 125.9(3) . . ?
F4_1 B1_1 F3_1 111.1(6) . . ?
F4_1 B1_1 F2_1 111.6(6) . . ?
F3_1 B1_1 F2_1 108.2(6) . . ?
F4_1 B1_1 F1_1 108.2(6) . . ?
F3_1 B1_1 F1_1 109.7(6) . . ?
F2_1 B1_1 F1_1 107.9(5) . . ?
F2B_1 B1B_1 F1B_1 107.9(17) . . ?
F2B_1 B1B_1 F4B_1 105.6(17) . . ?
F1B_1 B1B_1 F4B_1 112.2(18) . . ?
F2B_1 B1B_1 F3B_1 109.3(17) . . ?
F1B_1 B1B_1 F3B_1 111.4(17) . . ?
F4B_1 B1B_1 F3B_1 110.2(16) . . ?
C2_2 C1_2 C15_2 118.9(3) . . ?
C1_2 C2_2 C3_2 119.8(3) . . ?
C4_2 C3_2 C2_2 116.6(3) . . ?
N5_2 C4_2 C3_2 125.3(3) . . ?
N5_2 C4_2 N22_2 113.6(3) . . ?
C3_2 C4_2 N22_2 121.2(3) . . ?
C4_2 N5_2 C15_2 117.4(3) . . ?
N5_2 C15_2 C1_2 122.0(3) . . ?
N5_2 C15_2 C15_2 115.7(3) . 3_656 ?
C1_2 C15_2 C15_2 122.3(3) . 3_656 ?
N25_2 C21_2 N22_2 108.5(3) . . ?
C21_2 N22_2 C23_2 108.5(3) . . ?
C21_2 N22_2 C4_2 126.5(3) . . ?
C23_2 N22_2 C4_2 124.9(3) . . ?
C24_2 C23_2 N22_2 106.3(3) . . ?
C23_2 C24_2 N25_2 108.2(3) . . ?
C21_2 N25_2 C24_2 108.5(3) . . ?
C21_2 N25_2 C26_2 125.1(3) . . ?
C24_2 N25_2 C26_2 126.3(3) . . ?
F1_2 B1_2 F2_2 111.7(7) . . ?
F1_2 B1_2 F3_2 111.4(7) . . ?
F2_2 B1_2 F3_2 110.5(7) . . ?
F1_2 B1_2 F4_2 106.4(9) . . ?
F2_2 B1_2 F4_2 108.1(8) . . ?
F3_2 B1_2 F4_2 108.5(9) . . ?
F2B_2 B1B_2 F3B_2 109.2(12) . . ?
F2B_2 B1B_2 F1B_2 104.1(11) . . ?
F3B_2 B1B_2 F1B_2 105.4(11) . . ?
F2B_2 B1B_2 F4B_2 112.3(14) . . ?
F3B_2 B1B_2 F4B_2 116.4(13) . . ?
F1B_2 B1B_2 F4B_2 108.5(12) . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15_1 C1_1 C2_1 C3_1 0.5(5) . . . . ?
C1_1 C2_1 C3_1 C4_1 -0.5(5) . . . . ?
C2_1 C3_1 C4_1 N5_1 0.0(5) . . . . ?
C2_1 C3_1 C4_1 N22_1 180.0(3) . . . . ?
C3_1 C4_1 N5_1 C15_1 0.5(4) . . . . ?
N22_1 C4_1 N5_1 C15_1 -179.5(2) . . . . ?
C4_1 N5_1 C15_1 C1_1 -0.5(4) . . . . ?
C4_1 N5_1 C15_1 C15_1 180.0(3) . . . 3_556 ?
C2_1 C1_1 C15_1 N5_1 0.1(5) . . . . ?
C2_1 C1_1 C15_1 C15_1 179.5(3) . . . 3_556 ?
N25_1 C21_1 N22_1 C23_1 -0.2(3) . . . . ?
N25_1 C21_1 N22_1 C4_1 178.7(2) . . . . ?
N5_1 C4_1 N22_1 C21_1 0.3(4) . . . . ?
C3_1 C4_1 N22_1 C21_1 -179.7(3) . . . . ?
N5_1 C4_1 N22_1 C23_1 179.0(3) . . . . ?
C3_1 C4_1 N22_1 C23_1 -1.0(4) . . . . ?
C21_1 N22_1 C23_1 C24_1 0.5(4) . . . . ?
C4_1 N22_1 C23_1 C24_1 -178.3(3) . . . . ?
N22_1 C23_1 C24_1 N25_1 -0.7(4) . . . . ?
N22_1 C21_1 N25_1 C24_1 -0.2(3) . . . . ?
N22_1 C21_1 N25_1 C26_1 -178.0(3) . . . . ?
C23_1 C24_1 N25_1 C21_1 0.6(4) . . . . ?
C23_1 C24_1 N25_1 C26_1 178.3(3) . . . . ?
C15_2 C1_2 C2_2 C3_2 -0.7(5) . . . . ?
C1_2 C2_2 C3_2 C4_2 1.3(5) . . . . ?
C2_2 C3_2 C4_2 N5_2 -1.0(5) . . . . ?
C2_2 C3_2 C4_2 N22_2 -179.4(3) . . . . ?
C3_2 C4_2 N5_2 C15_2 0.1(4) . . . . ?
N22_2 C4_2 N5_2 C15_2 178.6(2) . . . . ?
C4_2 N5_2 C15_2 C1_2 0.5(4) . . . . ?
C4_2 N5_2 C15_2 C15_2 -179.1(3) . . . 3_656 ?
C2_2 C1_2 C15_2 N5_2 -0.3(5) . . . . ?
C2_2 C1_2 C15_2 C15_2 179.4(3) . . . 3_656 ?
N25_2 C21_2 N22_2 C23_2 0.4(3) . . . . ?
N25_2 C21_2 N22_2 C4_2 177.4(3) . . . . ?
N5_2 C4_2 N22_2 C21_2 171.8(3) . . . . ?
C3_2 C4_2 N22_2 C21_2 -9.6(4) . . . . ?
N5_2 C4_2 N22_2 C23_2 -11.7(4) . . . . ?
C3_2 C4_2 N22_2 C23_2 166.9(3) . . . . ?
C21_2 N22_2 C23_2 C24_2 0.0(4) . . . . ?
C4_2 N22_2 C23_2 C24_2 -177.0(3) . . . . ?
N22_2 C23_2 C24_2 N25_2 -0.4(4) . . . . ?
N22_2 C21_2 N25_2 C24_2 -0.6(4) . . . . ?
N22_2 C21_2 N25_2 C26_2 -176.2(3) . . . . ?
C23_2 C24_2 N25_2 C21_2 0.7(4) . . . . ?
C23_2 C24_2 N25_2 C26_2 176.1(3) . . . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full 22.12
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max 0.178
_refine_diff_density_min -0.181
_refine_diff_density_rms 0.042
#===============================================================
data_cd27
_database_code_depnum_ccdc_archive 'CCDC 726856'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '5 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C18 H20 I2 N6 O'
_chemical_formula_weight 590.20
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M C2/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 17.6632(3)
_cell_length_b 9.55190(10)
_cell_length_c 12.7633(2)
_cell_angle_alpha 90.00
_cell_angle_beta 99.1290(10)
_cell_angle_gamma 90.00
_cell_volume 2126.11(5)
_cell_formula_units_Z 4
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description polyhedron
_exptl_crystal_colour colorless
_exptl_crystal_size_max .18
_exptl_crystal_size_mid .10
_exptl_crystal_size_min .06
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.844
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1136
_exptl_absorpt_coefficient_mu 2.978
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.6162
_exptl_absorpt_correction_T_max 0.8415
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker Smart CCD'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 10465
_diffrn_reflns_av_R_equivalents 0.0588
_diffrn_reflns_av_sigmaI/netI 0.0479
_diffrn_reflns_limit_h_min -22
_diffrn_reflns_limit_h_max 22
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_theta_min 2.34
_diffrn_reflns_theta_max 27.44
_reflns_number_total 2429
_reflns_number_gt 1973
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SHELXTL'
_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^)+(0.0234P)^2^+0.0000P] 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 mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 2429
_refine_ls_number_parameters 128
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0437
_refine_ls_R_factor_gt 0.0288
_refine_ls_wR_factor_ref 0.0672
_refine_ls_wR_factor_gt 0.0618
_refine_ls_goodness_of_fit_ref 1.052
_refine_ls_restrained_S_all 1.052
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.179422(12) 0.17631(2) 0.245376(17) 0.02817(9) Uani 1 1 d . . .
C1 C 0.4792(2) 0.1857(3) 0.5409(3) 0.0248(7) Uani 1 1 d . . .
H1 H 0.5013 0.1852 0.6138 0.030 Uiso 1 1 calc R . .
C2 C 0.4435(2) 0.3047(3) 0.4946(3) 0.0277(7) Uani 1 1 d . . .
H2 H 0.4404 0.3867 0.5359 0.033 Uiso 1 1 calc R . .
C3 C 0.4125(2) 0.3037(3) 0.3879(3) 0.0255(7) Uani 1 1 d . . .
H3 H 0.3878 0.3837 0.3540 0.031 Uiso 1 1 calc R . .
C4 C 0.41931(17) 0.1806(3) 0.3334(2) 0.0198(6) Uani 1 1 d . . .
N5 N 0.45230(14) 0.0640(3) 0.37413(19) 0.0197(6) Uani 1 1 d . . .
C15 C 0.48201(17) 0.0662(3) 0.4782(2) 0.0193(6) Uani 1 1 d . . .
C21 C 0.35649(17) 0.0532(3) 0.1773(2) 0.0223(7) Uani 1 1 d . . .
H21 H 0.3530 -0.0343 0.2115 0.027 Uiso 1 1 calc R . .
N22 N 0.38775(14) 0.1694(2) 0.2231(2) 0.0197(5) Uani 1 1 d . . .
C23 C 0.38189(19) 0.2750(4) 0.1471(3) 0.0264(7) Uani 1 1 d . . .
H23 H 0.3991 0.3689 0.1574 0.032 Uiso 1 1 calc R . .
C24 C 0.3468(2) 0.2169(4) 0.0558(3) 0.0293(8) Uani 1 1 d . . .
H24 H 0.3349 0.2626 -0.0109 0.035 Uiso 1 1 calc R . .
N25 N 0.33120(14) 0.0801(3) 0.0766(2) 0.0237(6) Uani 1 1 d . . .
C26 C 0.2875(2) -0.0180(4) 0.0010(3) 0.0346(8) Uani 1 1 d . . .
H26A H 0.3071 -0.1132 0.0156 0.052 Uiso 1 1 calc R . .
H26B H 0.2932 0.0085 -0.0715 0.052 Uiso 1 1 calc R . .
H26C H 0.2332 -0.0146 0.0086 0.052 Uiso 1 1 calc R . .
O1 O 0.5000 0.5273(4) 0.2500 0.0495(11) Uani 1 2 d S . .
H1A H 0.545(2) 0.576(4) 0.247(3) 0.060(14) Uiso 1 1 d . . .
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
I1 0.02998(14) 0.02718(14) 0.02698(13) 0.00151(9) 0.00340(9) 0.00227(10)
C1 0.0314(18) 0.0222(17) 0.0192(16) 0.0006(13) -0.0006(13) 0.0026(14)
C2 0.034(2) 0.0234(18) 0.0252(17) -0.0056(13) 0.0028(14) 0.0014(14)
C3 0.0285(18) 0.0227(18) 0.0252(17) 0.0019(13) 0.0043(14) 0.0048(14)
C4 0.0194(16) 0.0230(16) 0.0169(15) 0.0016(12) 0.0025(12) -0.0010(13)
N5 0.0207(14) 0.0211(14) 0.0162(13) 0.0031(10) 0.0002(10) 0.0002(10)
C15 0.0189(16) 0.0198(17) 0.0185(15) 0.0019(12) 0.0001(12) -0.0015(12)
C21 0.0219(16) 0.0224(17) 0.0215(16) 0.0014(13) 0.0004(13) 0.0005(13)
N22 0.0222(14) 0.0203(14) 0.0156(12) 0.0037(10) 0.0000(10) 0.0021(11)
C23 0.0331(19) 0.0232(17) 0.0217(17) 0.0089(13) 0.0008(14) -0.0018(14)
C24 0.0313(19) 0.0341(19) 0.0219(17) 0.0077(14) 0.0020(14) 0.0046(15)
N25 0.0208(14) 0.0285(15) 0.0206(14) -0.0027(11) -0.0001(11) 0.0033(11)
C26 0.034(2) 0.040(2) 0.0268(18) -0.0097(16) -0.0045(15) 0.0015(17)
O1 0.036(2) 0.039(2) 0.075(3) 0.000 0.014(2) 0.000
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.386(4) . ?
C1 C15 1.399(4) . ?
C2 C3 1.385(5) . ?
C3 C4 1.382(4) . ?
C4 N5 1.324(4) . ?
C4 N22 1.433(4) . ?
N5 C15 1.348(4) . ?
C15 C15 1.484(6) 5_656 ?
C21 N25 1.318(4) . ?
C21 N22 1.333(4) . ?
N22 C23 1.392(4) . ?
C23 C24 1.349(5) . ?
C24 N25 1.369(4) . ?
N25 C26 1.472(4) . ?
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
C2 C1 C15 118.7(3) . . ?
C3 C2 C1 119.7(3) . . ?
C4 C3 C2 116.7(3) . . ?
N5 C4 C3 125.9(3) . . ?
N5 C4 N22 113.7(3) . . ?
C3 C4 N22 120.4(3) . . ?
C4 N5 C15 116.8(2) . . ?
N5 C15 C1 122.2(3) . . ?
N5 C15 C15 115.6(3) . 5_656 ?
C1 C15 C15 122.2(3) . 5_656 ?
N25 C21 N22 108.6(3) . . ?
C21 N22 C23 108.5(3) . . ?
C21 N22 C4 124.2(3) . . ?
C23 N22 C4 127.3(3) . . ?
C24 C23 N22 106.1(3) . . ?
C23 C24 N25 107.7(3) . . ?
C21 N25 C24 109.1(3) . . ?
C21 N25 C26 125.2(3) . . ?
C24 N25 C26 125.5(3) . . ?
_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full 27.44
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max 0.573
_refine_diff_density_min -0.786
_refine_diff_density_rms 0.112
#===============================================================
data_cd12
_database_code_depnum_ccdc_archive 'CCDC 726857'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '6 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C34 H38 Cl2 N6 O2'
_chemical_formula_weight 633.60
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M P2(1)/n
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 10.40270(10)
_cell_length_b 11.8996(2)
_cell_length_c 13.3902(1)
_cell_angle_alpha 90.00
_cell_angle_beta 96.1150(10)
_cell_angle_gamma 90.00
_cell_volume 1648.11(3)
_cell_formula_units_Z 2
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description polyhedron
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.40
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.24
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.277
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 668
_exptl_absorpt_coefficient_mu 0.237
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9111
_exptl_absorpt_correction_T_max 0.9453
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker Smart CCD'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 15837
_diffrn_reflns_av_R_equivalents 0.0321
_diffrn_reflns_av_sigmaI/netI 0.0257
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_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_reflns_theta_min 2.30
_diffrn_reflns_theta_max 27.47
_reflns_number_total 3780
_reflns_number_gt 3212
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SHELXTL'
_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^)+(0.0540P)^2^+0.7420P] 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 mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 3780
_refine_ls_number_parameters 213
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0511
_refine_ls_R_factor_gt 0.0417
_refine_ls_wR_factor_ref 0.1161
_refine_ls_wR_factor_gt 0.1086
_refine_ls_goodness_of_fit_ref 1.054
_refine_ls_restrained_S_all 1.054
_refine_ls_shift/su_max 0.002
_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
Cl1 Cl 0.48244(4) 0.81963(3) 0.67439(3) 0.03803(14) Uani 1 1 d . . .
C1 C 0.40340(15) 1.00147(13) 1.11212(11) 0.0297(3) Uani 1 1 d . . .
H1 H 0.4417 1.0631 1.1494 0.036 Uiso 1 1 calc R . .
C2 C 0.30379(16) 0.94067(14) 1.14721(11) 0.0338(3) Uani 1 1 d . . .
H2 H 0.2741 0.9598 1.2097 0.041 Uiso 1 1 calc R . .
C3 C 0.24725(15) 0.85205(13) 1.09145(12) 0.0313(3) Uani 1 1 d . . .
H3 H 0.1781 0.8097 1.1134 0.038 Uiso 1 1 calc R . .
C4 C 0.29747(14) 0.82878(12) 1.00174(11) 0.0249(3) Uani 1 1 d . . .
N5 N 0.39309(11) 0.88409(10) 0.96591(9) 0.0249(3) Uani 1 1 d . . .
C15 C 0.44606(13) 0.97014(12) 1.02108(10) 0.0243(3) Uani 1 1 d . . .
C21 C 0.28497(14) 0.71360(12) 0.84884(11) 0.0272(3) Uani 1 1 d . . .
H21 H 0.3488 0.7527 0.8168 0.033 Uiso 1 1 calc R . .
N22 N 0.24638(12) 0.73821(10) 0.93886(9) 0.0260(3) Uani 1 1 d . . .
C23 C 0.15153(16) 0.66220(13) 0.95926(13) 0.0344(4) Uani 1 1 d . . .
H23 H 0.1072 0.6602 1.0177 0.041 Uiso 1 1 calc R . .
C24 C 0.13445(16) 0.59177(14) 0.88023(13) 0.0358(4) Uani 1 1 d . . .
H24 H 0.0756 0.5306 0.8725 0.043 Uiso 1 1 calc R . .
N25 N 0.21819(12) 0.62494(11) 0.81260(9) 0.0298(3) Uani 1 1 d . . .
C26 C 0.23361(17) 0.56936(14) 0.71613(12) 0.0364(4) Uani 1 1 d . . .
H26A H 0.2464 0.6274 0.6652 0.044 Uiso 1 1 calc R . .
H26B H 0.1533 0.5280 0.6933 0.044 Uiso 1 1 calc R . .
C31 C 0.34601(16) 0.48874(13) 0.72307(12) 0.0320(3) Uani 1 1 d . . .
C32 C 0.36671(18) 0.41300(15) 0.80164(14) 0.0418(4) Uani 1 1 d . . .
H32 H 0.3112 0.4133 0.8535 0.050 Uiso 1 1 calc R . .
C33 C 0.4675(2) 0.33696(17) 0.80520(17) 0.0524(5) Uani 1 1 d . . .
H33 H 0.4821 0.2863 0.8601 0.063 Uiso 1 1 calc R . .
C34 C 0.5469(2) 0.33471(18) 0.72903(18) 0.0562(5) Uani 1 1 d . . .
H34 H 0.6160 0.2823 0.7313 0.067 Uiso 1 1 calc R . .
C35 C 0.5260(2) 0.40830(18) 0.64971(16) 0.0533(5) Uani 1 1 d . . .
H35 H 0.5798 0.4056 0.5967 0.064 Uiso 1 1 calc R . .
C36 C 0.42660(18) 0.48653(16) 0.64689(13) 0.0418(4) Uani 1 1 d . . .
H36 H 0.4138 0.5385 0.5929 0.050 Uiso 1 1 calc R . .
O40 O 0.2616(2) 0.74302(19) 0.51007(16) 0.0883(6) Uani 1 1 d . . .
H40 H 0.322(4) 0.771(3) 0.555(3) 0.123(14) Uiso 1 1 d . . .
C41 C 0.2227(9) 0.8011(8) 0.4221(5) 0.083(3) Uani 0.622(16) 1 d P A 1
H41A H 0.3000 0.8425 0.4049 0.100 Uiso 0.622(16) 1 calc PR A 1
H41B H 0.2042 0.7433 0.3694 0.100 Uiso 0.622(16) 1 calc PR A 1
C42 C 0.1248(4) 0.8741(4) 0.4097(3) 0.1242(14) Uani 1 1 d . . .
H42A H 0.1172 0.9035 0.3410 0.186 Uiso 0.622(16) 1 calc PR A 1
H42B H 0.1411 0.9363 0.4574 0.186 Uiso 0.622(16) 1 calc PR A 1
H42C H 0.0443 0.8361 0.4217 0.186 Uiso 0.622(16) 1 calc PR A 1
H42D H 0.0896 0.9289 0.4542 0.186 Uiso 0.378(16) 1 calc PR A 2
H42E H 0.0770 0.8033 0.4116 0.186 Uiso 0.378(16) 1 calc PR A 2
H42F H 0.1162 0.9033 0.3409 0.186 Uiso 0.378(16) 1 calc PR A 2
C41B C 0.2604(7) 0.8546(9) 0.4430(6) 0.060(2) Uani 0.378(16) 1 d P A 2
H41C H 0.2976 0.9188 0.4833 0.072 Uiso 0.378(16) 1 calc PR A 2
H41D H 0.3104 0.8434 0.3849 0.072 Uiso 0.378(16) 1 calc PR A 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
Cl1 0.0467(3) 0.0346(2) 0.0356(2) 0.00240(15) 0.01734(17) 0.00806(17)
C1 0.0291(7) 0.0308(7) 0.0294(7) -0.0060(6) 0.0042(6) -0.0040(6)
C2 0.0363(8) 0.0397(9) 0.0270(7) -0.0053(6) 0.0110(6) -0.0039(7)
C3 0.0314(8) 0.0330(8) 0.0311(8) -0.0003(6) 0.0107(6) -0.0059(6)
C4 0.0261(7) 0.0228(7) 0.0260(7) 0.0000(5) 0.0033(5) -0.0010(5)
N5 0.0250(6) 0.0246(6) 0.0251(6) 0.0002(5) 0.0034(5) -0.0022(5)
C15 0.0235(7) 0.0243(7) 0.0251(7) 0.0007(5) 0.0020(5) 0.0001(5)
C21 0.0285(7) 0.0262(7) 0.0273(7) 0.0000(6) 0.0046(6) -0.0021(6)
N22 0.0274(6) 0.0232(6) 0.0284(6) -0.0005(5) 0.0068(5) -0.0040(5)
C23 0.0379(9) 0.0289(8) 0.0388(8) -0.0016(6) 0.0146(7) -0.0105(6)
C24 0.0382(9) 0.0292(8) 0.0416(9) -0.0035(7) 0.0112(7) -0.0105(7)
N25 0.0324(7) 0.0275(6) 0.0295(6) -0.0029(5) 0.0037(5) -0.0030(5)
C26 0.0429(9) 0.0378(9) 0.0280(7) -0.0071(6) 0.0010(6) 0.0006(7)
C31 0.0364(8) 0.0288(7) 0.0310(8) -0.0082(6) 0.0047(6) -0.0082(6)
C32 0.0456(10) 0.0402(9) 0.0413(9) 0.0022(8) 0.0129(8) -0.0001(8)
C33 0.0569(12) 0.0430(10) 0.0579(12) 0.0053(9) 0.0087(10) 0.0065(9)
C34 0.0516(12) 0.0484(11) 0.0700(14) -0.0075(10) 0.0135(10) 0.0111(9)
C35 0.0526(11) 0.0577(12) 0.0535(11) -0.0127(10) 0.0242(9) -0.0005(10)
C36 0.0499(10) 0.0409(9) 0.0364(9) -0.0035(7) 0.0123(8) -0.0070(8)
O40 0.1089(17) 0.0837(14) 0.0672(12) 0.0033(10) -0.0140(11) 0.0070(12)
C41 0.113(5) 0.080(5) 0.055(3) -0.002(3) 0.000(3) 0.025(4)
C42 0.083(2) 0.166(4) 0.120(3) 0.047(3) -0.007(2) 0.009(3)
C41B 0.065(4) 0.069(5) 0.047(3) -0.028(3) 0.017(3) -0.021(4)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.386(2) . ?
C1 C15 1.392(2) . ?
C2 C3 1.386(2) . ?
C3 C4 1.388(2) . ?
C4 N5 1.3245(18) . ?
C4 N22 1.4345(18) . ?
N5 C15 1.3458(18) . ?
C15 C15 1.489(3) 3_677 ?
C21 N25 1.3264(19) . ?
C21 N22 1.3427(19) . ?
N22 C23 1.3869(19) . ?
C23 C24 1.347(2) . ?
C24 N25 1.379(2) . ?
N25 C26 1.4751(19) . ?
C26 C31 1.508(2) . ?
C31 C32 1.385(2) . ?
C31 C36 1.388(2) . ?
C32 C33 1.382(3) . ?
C33 C34 1.379(3) . ?
C34 C35 1.376(3) . ?
C35 C36 1.389(3) . ?
O40 C41 1.388(5) . ?
O40 C41B 1.602(9) . ?
C41 C42 1.336(6) . ?
C42 C41B 1.452(8) . ?
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
C2 C1 C15 118.47(14) . . ?
C1 C2 C3 120.26(14) . . ?
C2 C3 C4 116.15(14) . . ?
N5 C4 C3 125.51(13) . . ?
N5 C4 N22 113.98(12) . . ?
C3 C4 N22 120.52(13) . . ?
C4 N5 C15 117.30(12) . . ?
N5 C15 C1 122.31(13) . . ?
N5 C15 C15 115.85(15) . 3_677 ?
C1 C15 C15 121.84(16) . 3_677 ?
N25 C21 N22 107.87(13) . . ?
C21 N22 C23 108.76(12) . . ?
C21 N22 C4 124.28(12) . . ?
C23 N22 C4 126.96(12) . . ?
C24 C23 N22 106.75(14) . . ?
C23 C24 N25 107.35(13) . . ?
C21 N25 C24 109.27(13) . . ?
C21 N25 C26 125.13(13) . . ?
C24 N25 C26 125.58(13) . . ?
N25 C26 C31 112.78(13) . . ?
C32 C31 C36 119.26(16) . . ?
C32 C31 C26 121.19(15) . . ?
C36 C31 C26 119.47(15) . . ?
C33 C32 C31 120.57(17) . . ?
C34 C33 C32 119.9(2) . . ?
C35 C34 C33 120.06(19) . . ?
C34 C35 C36 120.22(18) . . ?
C31 C36 C35 119.93(18) . . ?
C41 O40 C41B 29.3(3) . . ?
C42 C41 O40 125.4(5) . . ?
C41 C42 C41B 32.3(3) . . ?
C42 C41B O40 104.7(5) . . ?
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full 27.47
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max 0.568
_refine_diff_density_min -0.264
_refine_diff_density_rms 0.044
#===============================================================
data_cd15
_database_code_depnum_ccdc_archive 'CCDC 726858'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '8 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C20 H20 N6'
_chemical_formula_weight 344.42
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M P2(1)/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 17.950(2)
_cell_length_b 10.4863(13)
_cell_length_c 9.6501(12)
_cell_angle_alpha 90.00
_cell_angle_beta 90.672(3)
_cell_angle_gamma 90.00
_cell_volume 1816.3(4)
_cell_formula_units_Z 4
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 3929
_cell_measurement_theta_min 2.25
_cell_measurement_theta_max 27.48
_exptl_crystal_description polyhedron
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.44
_exptl_crystal_size_mid 0.28
_exptl_crystal_size_min 0.05
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.260
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 728
_exptl_absorpt_coefficient_mu 0.079
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9659
_exptl_absorpt_correction_T_max 0.9960
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 18460
_diffrn_reflns_av_R_equivalents 0.0395
_diffrn_reflns_av_sigmaI/netI 0.0365
_diffrn_reflns_limit_h_min -23
_diffrn_reflns_limit_h_max 23
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_theta_min 2.25
_diffrn_reflns_theta_max 28.33
_reflns_number_total 4498
_reflns_number_gt 3274
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_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^)+(0.0650P)^2^+0.3244P] 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 none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 4498
_refine_ls_number_parameters 237
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0704
_refine_ls_R_factor_gt 0.0478
_refine_ls_wR_factor_ref 0.1303
_refine_ls_wR_factor_gt 0.1183
_refine_ls_goodness_of_fit_ref 1.028
_refine_ls_restrained_S_all 1.028
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.05207(8) 0.76445(13) 0.50738(13) 0.0314(3) Uani 1 1 d . . .
H1 H -0.0946 0.8027 0.5479 0.038 Uiso 1 1 calc R . .
C2 C 0.01864(8) 0.81347(13) 0.53174(14) 0.0332(3) Uani 1 1 d . . .
H2 H 0.0249 0.8868 0.5886 0.040 Uiso 1 1 calc R . .
C3 C 0.07993(8) 0.75607(13) 0.47370(14) 0.0318(3) Uani 1 1 d . . .
H3 H 0.1289 0.7876 0.4899 0.038 Uiso 1 1 calc R . .
C4 C 0.06690(7) 0.64961(12) 0.39013(13) 0.0265(3) Uani 1 1 d . . .
N5 N -0.00008(6) 0.60144(10) 0.36382(11) 0.0271(2) Uani 1 1 d . . .
N7 N -0.19172(6) 0.65139(10) 0.45775(11) 0.0271(2) Uani 1 1 d . . .
C8 C -0.25770(7) 0.59652(12) 0.43980(13) 0.0272(3) Uani 1 1 d . . .
C9 C -0.27034(8) 0.49057(13) 0.35560(14) 0.0332(3) Uani 1 1 d . . .
H9 H -0.3186 0.4540 0.3464 0.040 Uiso 1 1 calc R . .
C10 C -0.21036(8) 0.44072(13) 0.28612(15) 0.0344(3) Uani 1 1 d . . .
H10 H -0.2168 0.3697 0.2261 0.041 Uiso 1 1 calc R . .
C11 C -0.14062(8) 0.49503(13) 0.30454(14) 0.0318(3) Uani 1 1 d . . .
H11 H -0.0986 0.4615 0.2579 0.038 Uiso 1 1 calc R . .
C14 C -0.13310(7) 0.59925(12) 0.39236(13) 0.0268(3) Uani 1 1 d . . .
C15 C -0.05930(7) 0.65825(12) 0.42251(12) 0.0266(3) Uani 1 1 d . . .
C21 C 0.19858(8) 0.63347(13) 0.32282(14) 0.0310(3) Uani 1 1 d . . .
N22 N 0.12689(6) 0.58606(10) 0.32473(11) 0.0274(2) Uani 1 1 d . . .
C23 C 0.11893(8) 0.47356(12) 0.24875(14) 0.0308(3) Uani 1 1 d . . .
H23 H 0.0748 0.4246 0.2363 0.037 Uiso 1 1 calc R . .
C24 C 0.18631(8) 0.44890(13) 0.19707(14) 0.0335(3) Uani 1 1 d . . .
H24 H 0.1995 0.3788 0.1399 0.040 Uiso 1 1 calc R . .
N25 N 0.23325(6) 0.54576(11) 0.24327(12) 0.0324(3) Uani 1 1 d . . .
C26 C 0.31106(8) 0.55721(16) 0.20223(16) 0.0417(4) Uani 1 1 d . . .
H26A H 0.3355 0.4729 0.2107 0.050 Uiso 1 1 calc R . .
H26B H 0.3371 0.6168 0.2660 0.050 Uiso 1 1 calc R . .
C27 C 0.31842(10) 0.6048(2) 0.05543(18) 0.0553(5) Uani 1 1 d . . .
H27A H 0.2926 0.5462 -0.0080 0.083 Uiso 1 1 calc R . .
H27B H 0.3712 0.6092 0.0314 0.083 Uiso 1 1 calc R . .
H27C H 0.2962 0.6899 0.0476 0.083 Uiso 1 1 calc R . .
C31 C -0.38975(8) 0.61058(14) 0.50535(14) 0.0346(3) Uani 1 1 d . . .
N32 N -0.31717(6) 0.65231(10) 0.51470(11) 0.0295(3) Uani 1 1 d . . .
C33 C -0.30768(8) 0.75152(14) 0.60896(14) 0.0346(3) Uani 1 1 d . . .
H33 H -0.2626 0.7945 0.6315 0.042 Uiso 1 1 calc R . .
C34 C -0.37524(8) 0.77406(14) 0.66146(16) 0.0381(3) Uani 1 1 d . . .
H34 H -0.3875 0.8363 0.7289 0.046 Uiso 1 1 calc R . .
N35 N -0.42375(7) 0.68829(12) 0.59763(12) 0.0361(3) Uani 1 1 d . . .
C36 C -0.50257(8) 0.67731(18) 0.63222(18) 0.0501(4) Uani 1 1 d . . .
H36A H -0.5281 0.6236 0.5619 0.060 Uiso 1 1 calc R . .
H36B H -0.5257 0.7630 0.6297 0.060 Uiso 1 1 calc R . .
C37 C -0.51304(12) 0.6199(3) 0.7728(2) 0.0921(9) Uani 1 1 d . . .
H37A H -0.4944 0.5320 0.7730 0.138 Uiso 1 1 calc R . .
H37B H -0.5661 0.6200 0.7954 0.138 Uiso 1 1 calc R . .
H37C H -0.4854 0.6700 0.8420 0.138 Uiso 1 1 calc 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
C1 0.0347(7) 0.0304(7) 0.0290(7) -0.0030(5) 0.0019(5) 0.0030(6)
C2 0.0408(8) 0.0295(7) 0.0292(7) -0.0064(5) -0.0024(6) -0.0007(6)
C3 0.0327(7) 0.0322(7) 0.0303(7) -0.0014(5) -0.0028(5) -0.0026(6)
C4 0.0307(7) 0.0257(6) 0.0231(6) 0.0038(5) 0.0006(5) 0.0012(5)
N5 0.0315(6) 0.0254(5) 0.0245(5) 0.0016(4) 0.0021(4) 0.0005(4)
N7 0.0308(6) 0.0256(5) 0.0248(5) 0.0011(4) 0.0014(4) 0.0002(4)
C8 0.0301(7) 0.0264(6) 0.0252(6) 0.0037(5) 0.0011(5) 0.0011(5)
C9 0.0337(7) 0.0307(7) 0.0351(7) -0.0024(6) -0.0023(6) -0.0041(6)
C10 0.0405(8) 0.0283(7) 0.0344(7) -0.0063(6) -0.0028(6) -0.0006(6)
C11 0.0358(7) 0.0300(7) 0.0297(7) -0.0029(5) 0.0029(5) 0.0032(6)
C14 0.0321(7) 0.0241(6) 0.0242(6) 0.0028(5) 0.0012(5) 0.0012(5)
C15 0.0328(7) 0.0257(6) 0.0213(6) 0.0024(5) 0.0010(5) 0.0009(5)
C21 0.0313(7) 0.0324(7) 0.0292(7) 0.0047(5) -0.0002(5) 0.0015(6)
N22 0.0304(6) 0.0250(5) 0.0269(5) 0.0018(4) 0.0006(4) 0.0012(4)
C23 0.0356(7) 0.0262(7) 0.0307(7) 0.0000(5) -0.0017(5) 0.0004(5)
C24 0.0365(8) 0.0303(7) 0.0336(7) -0.0010(6) 0.0002(6) 0.0048(6)
N25 0.0315(6) 0.0344(6) 0.0313(6) 0.0031(5) 0.0009(5) 0.0024(5)
C26 0.0300(8) 0.0516(9) 0.0435(8) 0.0016(7) 0.0036(6) 0.0018(7)
C27 0.0495(10) 0.0697(12) 0.0471(10) 0.0072(9) 0.0112(8) -0.0083(9)
C31 0.0304(7) 0.0412(8) 0.0321(7) -0.0009(6) 0.0018(5) -0.0007(6)
N32 0.0311(6) 0.0288(6) 0.0285(6) -0.0005(4) 0.0018(5) -0.0001(5)
C33 0.0352(8) 0.0324(7) 0.0364(7) -0.0057(6) 0.0025(6) -0.0021(6)
C34 0.0356(8) 0.0386(8) 0.0401(8) -0.0066(6) 0.0041(6) 0.0020(6)
N35 0.0305(6) 0.0424(7) 0.0354(6) -0.0010(5) 0.0012(5) 0.0014(5)
C36 0.0299(8) 0.0655(12) 0.0549(10) -0.0119(8) 0.0060(7) -0.0002(7)
C37 0.0517(12) 0.171(3) 0.0539(12) -0.0057(15) 0.0169(10) -0.0414(15)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.3869(19) . ?
C1 C15 1.3876(18) . ?
C2 C3 1.3786(19) . ?
C3 C4 1.3953(18) . ?
C4 N5 1.3259(17) . ?
C4 N22 1.4205(16) . ?
N5 C15 1.3490(16) . ?
N7 C8 1.3262(17) . ?
N7 C14 1.3492(16) . ?
C8 C9 1.3935(19) . ?
C8 N32 1.4221(17) . ?
C9 C10 1.378(2) . ?
C10 C11 1.385(2) . ?
C11 C14 1.3886(18) . ?
C14 C15 1.4876(19) . ?
C21 N25 1.3541(18) . ?
C21 N22 1.3799(17) . ?
N22 C23 1.3954(17) . ?
C23 C24 1.3388(19) . ?
C24 N25 1.3898(18) . ?
N25 C26 1.4612(18) . ?
C26 C27 1.509(2) . ?
C31 N35 1.3574(18) . ?
C31 N32 1.3763(18) . ?
N32 C33 1.3911(17) . ?
C33 C34 1.341(2) . ?
C34 N35 1.3907(19) . ?
N35 C36 1.4619(19) . ?
C36 C37 1.498(3) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C15 118.47(13) . . ?
C3 C2 C1 120.15(13) . . ?
C2 C3 C4 117.07(12) . . ?
N5 C4 C3 124.12(12) . . ?
N5 C4 N22 115.25(11) . . ?
C3 C4 N22 120.62(12) . . ?
C4 N5 C15 117.94(11) . . ?
C8 N7 C14 117.60(11) . . ?
N7 C8 C9 124.13(12) . . ?
N7 C8 N32 115.44(11) . . ?
C9 C8 N32 120.42(12) . . ?
C10 C9 C8 117.60(13) . . ?
C9 C10 C11 119.46(13) . . ?
C10 C11 C14 118.90(13) . . ?
N7 C14 C11 122.25(12) . . ?
N7 C14 C15 115.95(11) . . ?
C11 C14 C15 121.78(12) . . ?
N5 C15 C1 122.24(12) . . ?
N5 C15 C14 116.00(11) . . ?
C1 C15 C14 121.75(12) . . ?
N25 C21 N22 101.41(11) . . ?
C21 N22 C23 112.78(11) . . ?
C21 N22 C4 123.29(11) . . ?
C23 N22 C4 123.83(11) . . ?
C24 C23 N22 105.77(12) . . ?
C23 C24 N25 106.63(12) . . ?
C21 N25 C24 113.41(12) . . ?
C21 N25 C26 123.02(12) . . ?
C24 N25 C26 123.43(12) . . ?
N25 C26 C27 112.09(13) . . ?
N35 C31 N32 101.46(12) . . ?
C31 N32 C33 112.91(11) . . ?
C31 N32 C8 123.47(11) . . ?
C33 N32 C8 123.58(11) . . ?
C34 C33 N32 105.93(12) . . ?
C33 C34 N35 106.44(13) . . ?
C31 N35 C34 113.25(12) . . ?
C31 N35 C36 123.11(13) . . ?
C34 N35 C36 123.53(13) . . ?
N35 C36 C37 111.74(15) . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full 28.33
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max 0.261
_refine_diff_density_min -0.178
_refine_diff_density_rms 0.040
#===============================================================
data_cd17
_database_code_depnum_ccdc_archive 'CCDC 726859'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '12 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C20 H19 Ag B F4 N7'
_chemical_formula_weight 552.10
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'
B B 0.0013 0.0007 '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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M P2(1)/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 12.7785(3)
_cell_length_b 25.2891(6)
_cell_length_c 6.9458(2)
_cell_angle_alpha 90.00
_cell_angle_beta 105.6380(10)
_cell_angle_gamma 90.00
_cell_volume 2161.50(10)
_cell_formula_units_Z 4
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description needle
_exptl_crystal_colour pale_yellow
_exptl_crystal_size_max 0.55
_exptl_crystal_size_mid 0.05
_exptl_crystal_size_min 0.03
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.697
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1104
_exptl_absorpt_coefficient_mu 0.990
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.6119
_exptl_absorpt_correction_T_max 0.9709
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker Smart CCD'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 22162
_diffrn_reflns_av_R_equivalents 0.1793
_diffrn_reflns_av_sigmaI/netI 0.1110
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_k_min -32
_diffrn_reflns_limit_k_max 32
_diffrn_reflns_limit_l_min -8
_diffrn_reflns_limit_l_max 9
_diffrn_reflns_theta_min 1.61
_diffrn_reflns_theta_max 27.47
_reflns_number_total 4938
_reflns_number_gt 3200
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_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^)+(0.0558P)^2^+3.0173P] 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 none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 4938
_refine_ls_number_parameters 301
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1204
_refine_ls_R_factor_gt 0.0685
_refine_ls_wR_factor_ref 0.1653
_refine_ls_wR_factor_gt 0.1416
_refine_ls_goodness_of_fit_ref 1.101
_refine_ls_restrained_S_all 1.101
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.30546(4) 0.241040(19) 0.02808(7) 0.02953(17) Uani 1 1 d . . .
C1 C 0.5928(6) 0.1020(3) 0.2409(9) 0.0375(16) Uani 1 1 d . . .
H1 H 0.6694 0.1000 0.2949 0.045 Uiso 1 1 calc R . .
C2 C 0.5303(7) 0.0571(3) 0.1884(10) 0.048(2) Uani 1 1 d . . .
H2 H 0.5646 0.0235 0.2082 0.057 Uiso 1 1 calc R . .
C3 C 0.4201(7) 0.0598(3) 0.1083(9) 0.0431(18) Uani 1 1 d . . .
H3 H 0.3769 0.0289 0.0719 0.052 Uiso 1 1 calc R . .
C4 C 0.3755(6) 0.1097(2) 0.0834(8) 0.0294(14) Uani 1 1 d . . .
N5 N 0.4319(5) 0.1534(2) 0.1325(7) 0.0311(12) Uani 1 1 d . . .
N7 N 0.5255(4) 0.2434(2) 0.1931(7) 0.0280(11) Uani 1 1 d . . .
C8 C 0.5600(5) 0.2927(3) 0.2376(8) 0.0278(14) Uani 1 1 d . . .
C9 C 0.6645(5) 0.3048(3) 0.3503(8) 0.0329(15) Uani 1 1 d . . .
H9 H 0.6877 0.3404 0.3775 0.039 Uiso 1 1 calc R . .
C10 C 0.7334(6) 0.2627(3) 0.4211(9) 0.0392(16) Uani 1 1 d . . .
H10 H 0.8059 0.2694 0.4973 0.047 Uiso 1 1 calc R . .
C11 C 0.6983(6) 0.2111(3) 0.3827(9) 0.0378(17) Uani 1 1 d . . .
H11 H 0.7449 0.1822 0.4341 0.045 Uiso 1 1 calc R . .
C14 C 0.5920(5) 0.2028(3) 0.2658(8) 0.0284(14) Uani 1 1 d . . .
C15 C 0.5389(5) 0.1505(3) 0.2116(8) 0.0302(14) Uani 1 1 d . . .
C21 C 0.2154(5) 0.1682(3) -0.0386(8) 0.0293(14) Uani 1 1 d . . .
N22 N 0.2605(5) 0.1190(2) -0.0017(7) 0.0322(12) Uani 1 1 d . . .
C23 C 0.1817(7) 0.0805(3) -0.0509(10) 0.0440(19) Uani 1 1 d . . .
H23 H 0.1927 0.0434 -0.0385 0.053 Uiso 1 1 calc R . .
C24 C 0.0867(7) 0.1054(3) -0.1194(10) 0.048(2) Uani 1 1 d . . .
H24 H 0.0171 0.0895 -0.1648 0.058 Uiso 1 1 calc R . .
N25 N 0.1102(5) 0.1595(2) -0.1113(7) 0.0349(13) Uani 1 1 d . . .
C26 C 0.0292(6) 0.2003(4) -0.1760(11) 0.053(2) Uani 1 1 d . . .
H26A H -0.0152 0.2028 -0.0812 0.079 Uiso 1 1 calc R . .
H26B H -0.0174 0.1915 -0.3089 0.079 Uiso 1 1 calc R . .
H26C H 0.0651 0.2342 -0.1817 0.079 Uiso 1 1 calc R . .
C31 C 0.3707(5) 0.3186(3) 0.0806(8) 0.0291(14) Uani 1 1 d . . .
N32 N 0.4795(4) 0.33110(19) 0.1618(7) 0.0282(12) Uani 1 1 d . . .
C33 C 0.4940(6) 0.3857(3) 0.1644(9) 0.0358(16) Uani 1 1 d . . .
H33 H 0.5608 0.4040 0.2130 0.043 Uiso 1 1 calc R . .
C34 C 0.3963(7) 0.4076(3) 0.0858(10) 0.0410(17) Uani 1 1 d . . .
H34 H 0.3806 0.4442 0.0675 0.049 Uiso 1 1 calc R . .
N35 N 0.3228(5) 0.3662(2) 0.0365(7) 0.0306(12) Uani 1 1 d . . .
C36 C 0.2051(6) 0.3732(3) -0.0507(10) 0.0410(17) Uani 1 1 d . . .
H36A H 0.1739 0.3405 -0.1180 0.061 Uiso 1 1 calc R . .
H36B H 0.1924 0.4022 -0.1477 0.061 Uiso 1 1 calc R . .
H36C H 0.1705 0.3815 0.0557 0.061 Uiso 1 1 calc R . .
N60 N 0.0649(7) -0.1617(4) -0.2593(12) 0.073(2) Uani 1 1 d . . .
C60 C 0.0678(6) -0.1169(4) -0.2737(11) 0.050(2) Uani 1 1 d . . .
C61 C 0.0701(8) -0.0593(4) -0.2987(13) 0.067(3) Uani 1 1 d . . .
H61A H 0.0625 -0.0509 -0.4395 0.100 Uiso 1 1 calc R . .
H61B H 0.1392 -0.0453 -0.2166 0.100 Uiso 1 1 calc R . .
H61C H 0.0099 -0.0433 -0.2567 0.100 Uiso 1 1 calc R . .
B1 B -0.2095(7) 0.0453(3) -0.2825(12) 0.0412(19) Uani 1 1 d . . .
F1 F -0.1140(4) 0.02065(18) -0.1896(7) 0.0575(12) Uani 1 1 d . . .
F2 F -0.1899(4) 0.09567(16) -0.3406(6) 0.0528(11) Uani 1 1 d . . .
F3 F -0.2723(4) 0.0489(2) -0.1474(8) 0.0759(16) Uani 1 1 d . . .
F4 F -0.2638(5) 0.0163(2) -0.4469(8) 0.093(2) Uani 1 1 d . . .
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
Ag1 0.0307(3) 0.0261(3) 0.0331(3) -0.0011(2) 0.01087(18) -0.0039(2)
C1 0.041(4) 0.041(4) 0.031(3) 0.007(3) 0.011(3) 0.015(3)
C2 0.072(6) 0.040(4) 0.033(4) 0.004(3) 0.018(4) 0.022(4)
C3 0.070(6) 0.035(4) 0.030(3) 0.003(3) 0.022(4) 0.002(4)
C4 0.046(4) 0.026(4) 0.022(3) 0.003(2) 0.020(3) 0.005(3)
N5 0.039(3) 0.027(3) 0.030(3) 0.003(2) 0.014(2) 0.004(2)
N7 0.033(3) 0.035(3) 0.017(2) 0.002(2) 0.009(2) -0.001(2)
C8 0.037(4) 0.036(4) 0.013(3) 0.000(2) 0.011(2) -0.008(3)
C9 0.035(4) 0.041(4) 0.025(3) -0.004(3) 0.013(3) -0.011(3)
C10 0.027(4) 0.067(5) 0.025(3) -0.005(3) 0.009(3) -0.008(3)
C11 0.032(4) 0.058(5) 0.026(3) 0.010(3) 0.012(3) 0.008(3)
C14 0.029(3) 0.039(4) 0.021(3) 0.000(2) 0.012(3) 0.002(3)
C15 0.038(4) 0.037(4) 0.018(3) 0.002(2) 0.012(3) 0.005(3)
C21 0.039(4) 0.030(4) 0.024(3) -0.005(2) 0.018(3) -0.006(3)
N22 0.044(3) 0.028(3) 0.028(3) -0.002(2) 0.016(2) -0.008(3)
C23 0.062(6) 0.035(4) 0.037(4) -0.005(3) 0.017(4) -0.016(4)
C24 0.060(5) 0.055(5) 0.037(4) -0.013(3) 0.024(4) -0.034(4)
N25 0.038(3) 0.040(3) 0.029(3) -0.006(2) 0.013(2) -0.012(3)
C26 0.035(4) 0.076(6) 0.046(4) -0.009(4) 0.007(3) -0.011(4)
C31 0.034(4) 0.032(4) 0.025(3) -0.003(2) 0.015(3) -0.003(3)
N32 0.039(3) 0.023(3) 0.025(2) -0.004(2) 0.014(2) -0.007(2)
C33 0.043(4) 0.037(4) 0.030(3) -0.007(3) 0.015(3) -0.020(3)
C34 0.057(5) 0.029(4) 0.039(4) -0.003(3) 0.016(3) -0.003(3)
N35 0.042(4) 0.027(3) 0.025(2) -0.003(2) 0.011(2) 0.002(2)
C36 0.045(4) 0.041(4) 0.037(4) 0.003(3) 0.010(3) 0.013(3)
N60 0.063(5) 0.067(6) 0.094(6) 0.016(5) 0.030(4) 0.018(4)
C60 0.037(4) 0.072(6) 0.045(4) 0.004(4) 0.016(3) 0.015(4)
C61 0.083(7) 0.056(6) 0.065(5) -0.003(4) 0.026(5) 0.010(5)
B1 0.045(5) 0.030(4) 0.045(4) 0.010(3) 0.006(4) -0.005(4)
F1 0.040(3) 0.053(3) 0.079(3) 0.018(2) 0.016(2) 0.008(2)
F2 0.064(3) 0.033(2) 0.058(3) 0.0100(19) 0.012(2) -0.008(2)
F3 0.067(4) 0.068(4) 0.111(4) 0.023(3) 0.054(3) 0.012(3)
F4 0.114(5) 0.054(3) 0.081(4) -0.005(3) -0.026(3) -0.031(3)
_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
Ag1 C31 2.124(6) . ?
Ag1 C21 2.154(6) . ?
C1 C2 1.380(11) . ?
C1 C15 1.394(9) . ?
C2 C3 1.369(11) . ?
C3 C4 1.376(9) . ?
C4 N5 1.314(8) . ?
C4 N22 1.447(9) . ?
N5 C15 1.332(8) . ?
N7 C8 1.330(8) . ?
N7 C14 1.342(8) . ?
C8 C9 1.388(9) . ?
C8 N32 1.410(8) . ?
C9 C10 1.384(10) . ?
C10 C11 1.384(10) . ?
C11 C14 1.398(9) . ?
C14 C15 1.489(9) . ?
C21 N25 1.321(8) . ?
C21 N22 1.367(8) . ?
N22 C23 1.375(9) . ?
C23 C24 1.336(11) . ?
C24 N25 1.397(9) . ?
N25 C26 1.445(10) . ?
C31 N35 1.348(8) . ?
C31 N32 1.388(8) . ?
N32 C33 1.392(8) . ?
C33 C34 1.339(10) . ?
C34 N35 1.386(9) . ?
N35 C36 1.473(9) . ?
N60 C60 1.139(11) . ?
C60 C61 1.468(13) . ?
B1 F1 1.367(10) . ?
B1 F4 1.376(10) . ?
B1 F2 1.380(9) . ?
B1 F3 1.392(10) . ?
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
C31 Ag1 C21 171.3(3) . . ?
C2 C1 C15 117.2(7) . . ?
C3 C2 C1 121.7(7) . . ?
C2 C3 C4 116.3(7) . . ?
N5 C4 C3 124.0(7) . . ?
N5 C4 N22 113.3(5) . . ?
C3 C4 N22 122.7(6) . . ?
C4 N5 C15 119.4(6) . . ?
C8 N7 C14 119.5(6) . . ?
N7 C8 C9 123.1(6) . . ?
N7 C8 N32 113.3(5) . . ?
C9 C8 N32 123.6(6) . . ?
C10 C9 C8 117.0(6) . . ?
C9 C10 C11 121.0(6) . . ?
C10 C11 C14 117.8(6) . . ?
N7 C14 C11 121.5(6) . . ?
N7 C14 C15 112.7(6) . . ?
C11 C14 C15 125.8(6) . . ?
N5 C15 C1 121.5(6) . . ?
N5 C15 C14 113.7(5) . . ?
C1 C15 C14 124.9(6) . . ?
N25 C21 N22 104.7(5) . . ?
N25 C21 Ag1 130.9(5) . . ?
N22 C21 Ag1 124.4(5) . . ?
C21 N22 C23 110.7(6) . . ?
C21 N22 C4 123.7(5) . . ?
C23 N22 C4 125.6(6) . . ?
C24 C23 N22 106.8(7) . . ?
C23 C24 N25 106.4(7) . . ?
C21 N25 C24 111.4(6) . . ?
C21 N25 C26 124.7(6) . . ?
C24 N25 C26 123.9(6) . . ?
N35 C31 N32 103.4(5) . . ?
N35 C31 Ag1 130.7(5) . . ?
N32 C31 Ag1 125.8(4) . . ?
C31 N32 C33 110.3(5) . . ?
C31 N32 C8 123.0(5) . . ?
C33 N32 C8 126.6(6) . . ?
C34 C33 N32 107.4(6) . . ?
C33 C34 N35 106.5(6) . . ?
C31 N35 C34 112.4(6) . . ?
C31 N35 C36 123.5(6) . . ?
C34 N35 C36 124.1(6) . . ?
N60 C60 C61 178.2(9) . . ?
F1 B1 F4 109.6(7) . . ?
F1 B1 F2 110.4(7) . . ?
F4 B1 F2 109.8(6) . . ?
F1 B1 F3 108.3(6) . . ?
F4 B1 F3 109.9(7) . . ?
F2 B1 F3 108.6(7) . . ?
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full 27.47
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max 1.077
_refine_diff_density_min -1.844
_refine_diff_density_rms 0.165
#===============================================================
data_cd24
_database_code_depnum_ccdc_archive 'CCDC 726860'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '13 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C20 H22 Ag3 I3 N6 O S'
_chemical_formula_weight 1098.81
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Orthorhombic
_symmetry_space_group_name_H-M Pmma
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z'
'-x, y, -z'
'x+1/2, -y, -z'
'-x, -y, -z'
'x-1/2, y, -z'
'x, -y, z'
'-x-1/2, y, z'
_cell_length_a 6.7715(4)
_cell_length_b 15.2581(5)
_cell_length_c 14.6406(7)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 1512.67(13)
_cell_formula_units_Z 2
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description polyhedron
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.26
_exptl_crystal_size_mid 0.02
_exptl_crystal_size_min 0.01
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 2.412
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1016
_exptl_absorpt_coefficient_mu 5.077
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.3520
_exptl_absorpt_correction_T_max 0.9510
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
The heavy atoms contrast highly with the light atoms of the complex
ligand, which makes the latter hard to refine accurately. In particular
it is not sensitive to refine anisotropic displacement parameters
for the light atoms
. Furthermore both, the cation and the polymeric
anion adopt special mm-positions, that are known to be problematic,
as the symmetry is usually not fulfilled perfectly by the molecules,
which leads to some small and not separatable disorder. Also the
resulting highly symmetric cavities are problematic, as the included
solvent molecules of course not fulfill the given symmetry, which
results in electron density of disordered solvent, that could only
partially be modeled as defined molecules.
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker Smart CCD'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 3768
_diffrn_reflns_av_R_equivalents 0.1007
_diffrn_reflns_av_sigmaI/netI 0.0781
_diffrn_reflns_limit_h_min -5
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_theta_min 1.93
_diffrn_reflns_theta_max 20.87
_reflns_number_total 928
_reflns_number_gt 596
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SHELXTL'
_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^)+(0.1284P)^2^+55.7044P] 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 none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 928
_refine_ls_number_parameters 64
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1345
_refine_ls_R_factor_gt 0.0881
_refine_ls_wR_factor_ref 0.2641
_refine_ls_wR_factor_gt 0.2297
_refine_ls_goodness_of_fit_ref 1.058
_refine_ls_restrained_S_all 1.058
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.2500 0.5000 -0.1699(4) 0.0636(17) Uani 1 4 d S . .
Ag2 Ag 0.0000 0.1080(2) 0.5000 0.0693(13) Uani 1 2 d S . .
I1 I 0.2500 0.0000 0.6157(2) 0.0546(13) Uani 1 4 d S . .
I2 I 0.2500 0.1971(3) 0.3828(3) 0.0976(15) Uani 1 2 d S . .
C1 C 0.2500 0.407(4) 0.159(4) 0.108(19) Uiso 1 2 d S . .
H1 H 0.2500 0.4320 0.2185 0.129 Uiso 1 2 calc SR . .
C2 C 0.2500 0.318(3) 0.142(3) 0.080(14) Uiso 1 2 d S . .
H2 H 0.2500 0.2826 0.1959 0.097 Uiso 1 2 calc SR . .
C3 C 0.2500 0.270(3) 0.061(3) 0.084(15) Uiso 1 2 d S . .
H3 H 0.2500 0.2075 0.0570 0.101 Uiso 1 2 calc SR . .
C4 C 0.2500 0.328(3) -0.015(3) 0.069(13) Uiso 1 2 d S . .
N5 N 0.2500 0.419(2) -0.010(3) 0.080(11) Uiso 1 2 d S . .
C15 C 0.2500 0.452(3) 0.081(3) 0.071(13) Uiso 1 2 d S . .
C21 C 0.2500 0.361(3) -0.183(3) 0.066(12) Uiso 1 2 d S . .
N22 N 0.2500 0.308(2) -0.107(2) 0.052(9) Uiso 1 2 d S . .
C23 C 0.2500 0.219(3) -0.139(3) 0.085(15) Uiso 1 2 d S . .
H23 H 0.2500 0.1680 -0.1018 0.102 Uiso 1 2 calc SR . .
C24 C 0.2500 0.221(3) -0.228(3) 0.083(15) Uiso 1 2 d S . .
H24 H 0.2500 0.1711 -0.2672 0.099 Uiso 1 2 calc SR . .
N25 N 0.2500 0.311(3) -0.256(3) 0.076(11) Uiso 1 2 d S . .
C26 C 0.2500 0.343(3) -0.343(3) 0.095(17) Uiso 1 2 d S . .
H26A H 0.2491 0.4074 -0.3414 0.142 Uiso 1 2 calc SR . .
H26B H 0.1323 0.3224 -0.3757 0.142 Uiso 0.50 1 calc PR . .
H26C H 0.3686 0.3231 -0.3755 0.142 Uiso 0.50 1 calc PR . .
S1 S 0.2500 0.0000 0.0851(14) 0.091(6) Uiso 1 4 d S . .
O1 O 0.2500 0.063(4) 0.020(4) 0.081(19) Uiso 0.50 2 d SP . .
C51 C 0.057(7) 0.0000 0.164(3) 0.086(15) Uiso 1 2 d S . .
H51A H 0.0751 -0.0486 0.2072 0.130 Uiso 0.50 1 calc PR . .
H51B H -0.0689 -0.0069 0.1322 0.130 Uiso 0.50 1 calc PR . .
H51C H 0.0571 0.0556 0.1979 0.130 Uiso 0.50 1 calc PR . .
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
Ag1 0.047(3) 0.022(2) 0.122(4) 0.000 0.000 0.000
Ag2 0.078(3) 0.059(2) 0.070(2) 0.000 0.003(2) 0.000
I1 0.071(3) 0.044(2) 0.049(2) 0.000 0.000 0.000
I2 0.063(2) 0.109(3) 0.121(3) 0.060(2) 0.000 0.000
_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
Ag1 C21 2.13(4) 2_565 ?
Ag1 C21 2.13(4) . ?
Ag2 I2 2.767(3) 6_556 ?
Ag2 I2 2.767(3) . ?
Ag2 I1 2.907(3) 5_556 ?
Ag2 I1 2.907(3) . ?
Ag2 Ag2 3.296(6) 5_556 ?
I1 Ag2 2.907(3) 5_556 ?
I1 Ag2 2.907(3) 6_656 ?
I1 Ag2 2.907(3) 2 ?
I2 Ag2 2.767(3) 6_656 ?
C1 C15 1.35(6) . ?
C1 C2 1.38(7) . ?
C2 C3 1.40(6) . ?
C3 C4 1.43(6) . ?
C4 N22 1.37(5) . ?
C4 N5 1.39(5) . ?
N5 C15 1.41(5) . ?
C15 C15 1.45(8) 2_565 ?
C21 N25 1.32(5) . ?
C21 N22 1.38(5) . ?
N22 C23 1.43(6) . ?
C23 C24 1.30(6) . ?
C24 N25 1.43(6) . ?
N25 C26 1.37(5) . ?
S1 O1 1.35(6) 2 ?
S1 O1 1.35(6) . ?
S1 C51 1.75(5) . ?
S1 C51 1.75(5) 2 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 Ag1 C21 170(2) 2_565 . ?
I2 Ag2 I2 121.1(2) 6_556 . ?
I2 Ag2 I1 106.47(5) 6_556 5_556 ?
I2 Ag2 I1 105.87(10) . 5_556 ?
I2 Ag2 I1 105.87(10) 6_556 . ?
I2 Ag2 I1 106.47(5) . . ?
I1 Ag2 I1 110.94(12) 5_556 . ?
I2 Ag2 Ag2 119.43(10) 6_556 5_556 ?
I2 Ag2 Ag2 119.43(10) . 5_556 ?
I1 Ag2 Ag2 55.47(6) 5_556 5_556 ?
I1 Ag2 Ag2 55.47(6) . 5_556 ?
Ag2 I1 Ag2 69.06(12) . 5_556 ?
Ag2 I1 Ag2 71.22(8) . 6_656 ?
Ag2 I1 Ag2 108.71(13) 5_556 6_656 ?
Ag2 I1 Ag2 108.71(13) . 2 ?
Ag2 I1 Ag2 71.22(8) 5_556 2 ?
Ag2 I1 Ag2 69.06(12) 6_656 2 ?
Ag2 I2 Ag2 75.43(10) 6_656 . ?
C15 C1 C2 111(5) . . ?
C1 C2 C3 132(5) . . ?
C2 C3 C4 110(4) . . ?
N22 C4 N5 107(4) . . ?
N22 C4 C3 128(4) . . ?
N5 C4 C3 125(4) . . ?
C4 N5 C15 115(4) . . ?
C1 C15 N5 128(4) . . ?
C1 C15 C15 121(3) . 2_565 ?
N5 C15 C15 111(2) . 2_565 ?
N25 C21 N22 108(4) . . ?
N25 C21 Ag1 130(3) . . ?
N22 C21 Ag1 121(3) . . ?
C4 N22 C21 131(4) . . ?
C4 N22 C23 122(4) . . ?
C21 N22 C23 107(3) . . ?
C24 C23 N22 108(5) . . ?
C23 C24 N25 108(5) . . ?
C21 N25 C26 123(4) . . ?
C21 N25 C24 109(4) . . ?
C26 N25 C24 128(4) . . ?
O1 S1 O1 91(5) 2 . ?
O1 S1 C51 117.8(16) 2 . ?
O1 S1 C51 117.8(16) . . ?
O1 S1 C51 117.8(16) 2 2 ?
O1 S1 C51 117.8(16) . 2 ?
C51 S1 C51 97(3) . 2 ?
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full 20.87
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max 1.721
_refine_diff_density_min -1.242
_refine_diff_density_rms 0.258
#===============================================================
data_cd11
_database_code_depnum_ccdc_archive 'CCDC 726861'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '14 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C30 H24 Ag2 Cl2 N6'
_chemical_formula_weight 755.19
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M C2/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 27.896(7)
_cell_length_b 9.701(2)
_cell_length_c 11.654(3)
_cell_angle_alpha 90.00
_cell_angle_beta 113.895(4)
_cell_angle_gamma 90.00
_cell_volume 2883.4(12)
_cell_formula_units_Z 4
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 2082
_cell_measurement_theta_min 2.25
_cell_measurement_theta_max 28.24
_exptl_crystal_description polyhedron
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.31
_exptl_crystal_size_mid 0.03
_exptl_crystal_size_min 0.02
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.740
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1496
_exptl_absorpt_coefficient_mu 1.575
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.6409
_exptl_absorpt_correction_T_max 0.9692
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 9643
_diffrn_reflns_av_R_equivalents 0.0762
_diffrn_reflns_av_sigmaI/netI 0.1037
_diffrn_reflns_limit_h_min -37
_diffrn_reflns_limit_h_max 37
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_l_min -10
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_theta_min 1.60
_diffrn_reflns_theta_max 28.32
_reflns_number_total 3553
_reflns_number_gt 2521
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_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^)+(0.0769P)^2^+90.9845P] 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 none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 3553
_refine_ls_number_parameters 182
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1816
_refine_ls_R_factor_gt 0.1390
_refine_ls_wR_factor_ref 0.2900
_refine_ls_wR_factor_gt 0.2682
_refine_ls_goodness_of_fit_ref 1.368
_refine_ls_restrained_S_all 1.368
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.40429(4) 0.37007(12) 0.14170(11) 0.0333(4) Uani 1 1 d . . .
Cl1 Cl 0.40637(18) 0.1419(4) 0.1994(4) 0.0474(11) Uani 1 1 d . . .
C1 C 0.4956(6) 0.6851(16) 0.5421(14) 0.031(3) Uani 1 1 d . . .
H1 H 0.5140 0.6812 0.6307 0.037 Uiso 1 1 calc R . .
C2 C 0.4750(6) 0.8074(17) 0.4833(15) 0.035(4) Uani 1 1 d . . .
H2 H 0.4787 0.8886 0.5317 0.042 Uiso 1 1 calc R . .
C3 C 0.4493(6) 0.8126(18) 0.3560(15) 0.034(4) Uani 1 1 d . . .
H3 H 0.4355 0.8965 0.3134 0.041 Uiso 1 1 calc R . .
C4 C 0.4444(5) 0.6888(16) 0.2914(13) 0.025(3) Uani 1 1 d . . .
N5 N 0.4637(4) 0.5692(12) 0.3453(10) 0.021(2) Uani 1 1 d . . .
C15 C 0.4890(4) 0.5685(15) 0.4700(13) 0.025(3) Uani 1 1 d . . .
C21 C 0.3963(5) 0.5756(15) 0.0863(13) 0.026(3) Uani 1 1 d . . .
N22 N 0.4169(4) 0.6886(13) 0.1580(11) 0.028(3) Uani 1 1 d . . .
C23 C 0.4039(6) 0.8039(18) 0.0835(15) 0.037(4) Uani 1 1 d . . .
H23 H 0.4128 0.8962 0.1113 0.045 Uiso 1 1 calc R . .
C24 C 0.3766(7) 0.7641(18) -0.0347(15) 0.039(4) Uani 1 1 d . . .
H24 H 0.3631 0.8215 -0.1069 0.047 Uiso 1 1 calc R . .
N25 N 0.3719(4) 0.6222(15) -0.0312(11) 0.034(3) Uani 1 1 d . . .
C26 C 0.3449(5) 0.5368(17) -0.1420(14) 0.032(4) Uani 1 1 d . . .
H26A H 0.3470 0.4392 -0.1156 0.039 Uiso 1 1 calc R . .
H26B H 0.3632 0.5451 -0.1987 0.039 Uiso 1 1 calc R . .
C31 C 0.2880(6) 0.5752(17) -0.2134(15) 0.035(4) Uani 1 1 d . . .
C32 C 0.2544(8) 0.585(4) -0.157(2) 0.095(10) Uani 1 1 d . . .
H32 H 0.2670 0.5732 -0.0684 0.114 Uiso 1 1 calc R . .
C33 C 0.2026(8) 0.613(4) -0.225(3) 0.111(13) Uani 1 1 d . . .
H33 H 0.1794 0.6185 -0.1839 0.133 Uiso 1 1 calc R . .
C34 C 0.1836(7) 0.632(3) -0.3500(19) 0.064(6) Uani 1 1 d . . .
H34 H 0.1476 0.6523 -0.3966 0.077 Uiso 1 1 calc R . .
C35 C 0.2158(8) 0.622(3) -0.406(2) 0.086(9) Uani 1 1 d . . .
H35 H 0.2032 0.6347 -0.4944 0.103 Uiso 1 1 calc R . .
C36 C 0.2685(8) 0.594(3) -0.3363(18) 0.075(8) Uani 1 1 d . . .
H36 H 0.2913 0.5869 -0.3784 0.090 Uiso 1 1 calc 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
Ag1 0.0333(5) 0.0340(6) 0.0242(5) 0.0013(6) 0.0029(4) 0.0044(6)
Cl1 0.061(2) 0.031(2) 0.035(2) -0.0003(18) 0.0043(18) -0.0029(19)
C1 0.028(7) 0.039(8) 0.022(7) -0.003(7) 0.005(6) -0.008(6)
C2 0.042(9) 0.031(8) 0.030(8) 0.001(7) 0.012(7) 0.001(7)
C3 0.032(8) 0.039(8) 0.029(8) 0.012(7) 0.009(6) 0.005(7)
C4 0.019(6) 0.039(8) 0.018(7) -0.010(6) 0.007(5) -0.013(6)
N5 0.015(5) 0.029(6) 0.019(6) 0.011(5) 0.007(4) 0.002(4)
C15 0.008(5) 0.042(8) 0.023(7) 0.016(7) 0.004(5) 0.001(5)
C21 0.017(6) 0.036(8) 0.027(7) -0.001(6) 0.011(6) 0.009(5)
N22 0.016(5) 0.039(7) 0.024(6) -0.005(6) 0.001(5) 0.005(4)
C23 0.038(8) 0.038(9) 0.031(8) 0.012(7) 0.009(7) 0.003(7)
C24 0.052(10) 0.040(10) 0.027(8) 0.025(7) 0.016(8) 0.014(8)
N25 0.027(6) 0.049(8) 0.022(6) 0.009(6) 0.005(5) 0.005(6)
C26 0.026(7) 0.039(9) 0.024(8) -0.008(7) 0.001(6) 0.008(6)
C31 0.032(8) 0.037(8) 0.030(8) 0.003(7) 0.007(7) -0.001(6)
C32 0.042(11) 0.20(3) 0.049(12) 0.039(17) 0.024(10) 0.015(15)
C33 0.036(11) 0.24(4) 0.074(17) 0.02(2) 0.038(11) -0.003(18)
C34 0.029(8) 0.096(17) 0.050(12) 0.017(13) -0.002(8) 0.004(11)
C35 0.037(10) 0.15(3) 0.047(12) 0.022(16) -0.003(9) 0.031(14)
C36 0.042(10) 0.14(2) 0.034(10) -0.002(13) 0.005(8) 0.030(13)
_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
Ag1 C21 2.079(15) . ?
Ag1 Cl1 2.307(4) . ?
C1 C2 1.37(2) . ?
C1 C15 1.38(2) . ?
C2 C3 1.36(2) . ?
C3 C4 1.39(2) . ?
C4 N5 1.325(19) . ?
C4 N22 1.427(17) . ?
N5 C15 1.335(17) . ?
C15 C15 1.51(3) 5_666 ?
C21 N25 1.338(18) . ?
C21 N22 1.357(19) . ?
N22 C23 1.37(2) . ?
C23 C24 1.33(2) . ?
C24 N25 1.38(2) . ?
N25 C26 1.460(19) . ?
C26 C31 1.509(19) . ?
C31 C36 1.32(2) . ?
C31 C32 1.35(3) . ?
C32 C33 1.37(3) . ?
C33 C34 1.34(3) . ?
C34 C35 1.31(3) . ?
C35 C36 1.39(2) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 Ag1 Cl1 175.6(4) . . ?
C2 C1 C15 118.7(13) . . ?
C3 C2 C1 120.3(16) . . ?
C2 C3 C4 116.7(15) . . ?
N5 C4 C3 124.4(12) . . ?
N5 C4 N22 116.8(13) . . ?
C3 C4 N22 118.8(14) . . ?
C4 N5 C15 117.1(12) . . ?
N5 C15 C1 122.8(13) . . ?
N5 C15 C15 116.4(17) . 5_666 ?
C1 C15 C15 120.8(16) . 5_666 ?
N25 C21 N22 105.7(13) . . ?
N25 C21 Ag1 126.0(11) . . ?
N22 C21 Ag1 128.2(10) . . ?
C21 N22 C23 109.4(12) . . ?
C21 N22 C4 125.3(13) . . ?
C23 N22 C4 125.2(13) . . ?
C24 C23 N22 108.2(15) . . ?
C23 C24 N25 106.2(13) . . ?
C21 N25 C24 110.6(13) . . ?
C21 N25 C26 125.4(14) . . ?
C24 N25 C26 124.0(13) . . ?
N25 C26 C31 113.5(12) . . ?
C36 C31 C32 117.1(17) . . ?
C36 C31 C26 120.7(16) . . ?
C32 C31 C26 122.0(16) . . ?
C31 C32 C33 121(2) . . ?
C34 C33 C32 121(2) . . ?
C35 C34 C33 118.8(18) . . ?
C34 C35 C36 120(2) . . ?
C31 C36 C35 122(2) . . ?
_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full 28.32
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max 1.621
_refine_diff_density_min -1.121
_refine_diff_density_rms 0.221
#===============================================================
data_cd20
_database_code_depnum_ccdc_archive 'CCDC 726862'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '15 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C20 H20 B2 F8 N6 Pd'
_chemical_formula_weight 624.44
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'
B B 0.0013 0.0007 '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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Triclinic
_symmetry_space_group_name_H-M P-1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 6.0175(5)
_cell_length_b 10.1458(8)
_cell_length_c 19.3685(14)
_cell_angle_alpha 99.511(1)
_cell_angle_beta 98.775(1)
_cell_angle_gamma 99.397(1)
_cell_volume 1130.83(15)
_cell_formula_units_Z 2
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 9073
_cell_measurement_theta_min 2.52
_cell_measurement_theta_max 28.30
_exptl_crystal_description polyhedron
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.32
_exptl_crystal_size_mid 0.28
_exptl_crystal_size_min 0.14
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.834
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 620
_exptl_absorpt_coefficient_mu 0.910
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.7594
_exptl_absorpt_correction_T_max 0.8832
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 11901
_diffrn_reflns_av_R_equivalents 0.0191
_diffrn_reflns_av_sigmaI/netI 0.0252
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -25
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_theta_min 2.07
_diffrn_reflns_theta_max 28.30
_reflns_number_total 5562
_reflns_number_gt 5341
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_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^)+(0.0292P)^2^+0.6651P] 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 none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 5562
_refine_ls_number_parameters 353
_refine_ls_number_restraints 219
_refine_ls_R_factor_all 0.0266
_refine_ls_R_factor_gt 0.0253
_refine_ls_wR_factor_ref 0.0650
_refine_ls_wR_factor_gt 0.0642
_refine_ls_goodness_of_fit_ref 1.073
_refine_ls_restrained_S_all 1.087
_refine_ls_shift/su_max 0.002
_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
Pd1 Pd 0.22908(2) 0.556959(13) 0.245789(7) 0.02495(5) Uani 1 1 d . . .
C1 C -0.0704(5) 0.1757(2) 0.12015(13) 0.0469(6) Uani 1 1 d . . .
H1 H -0.0388 0.1173 0.0807 0.056 Uiso 1 1 calc R . .
C2 C -0.2596(5) 0.1374(2) 0.15081(14) 0.0519(7) Uani 1 1 d . . .
H2 H -0.3582 0.0519 0.1314 0.062 Uiso 1 1 calc R . .
C3 C -0.3088(4) 0.2197(2) 0.20856(13) 0.0454(6) Uani 1 1 d . . .
H3 H -0.4387 0.1930 0.2290 0.054 Uiso 1 1 calc R . .
C4 C -0.1589(4) 0.3436(2) 0.23524(11) 0.0350(4) Uani 1 1 d . . .
N5 N 0.0213(3) 0.37964(16) 0.20593(9) 0.0322(3) Uani 1 1 d . . .
N7 N 0.3755(3) 0.48813(16) 0.16599(8) 0.0306(3) Uani 1 1 d . . .
C8 C 0.5645(3) 0.5632(2) 0.15501(10) 0.0306(4) Uani 1 1 d . . .
C9 C 0.6727(4) 0.5190(2) 0.09967(11) 0.0381(4) Uani 1 1 d . . .
H9 H 0.8085 0.5719 0.0917 0.046 Uiso 1 1 calc R . .
C10 C 0.5726(5) 0.3939(3) 0.05657(11) 0.0449(5) Uani 1 1 d . . .
H10 H 0.6414 0.3606 0.0179 0.054 Uiso 1 1 calc R . .
C11 C 0.3750(4) 0.3155(2) 0.06813(11) 0.0435(5) Uani 1 1 d . . .
H11 H 0.3089 0.2299 0.0379 0.052 Uiso 1 1 calc R . .
C14 C 0.2766(4) 0.3650(2) 0.12466(11) 0.0355(4) Uani 1 1 d . . .
C15 C 0.0701(4) 0.3009(2) 0.14859(11) 0.0368(4) Uani 1 1 d . . .
C21 C 0.0056(3) 0.55787(19) 0.31537(10) 0.0294(4) Uani 1 1 d . . .
N22 N -0.1682(3) 0.44351(17) 0.29359(9) 0.0325(3) Uani 1 1 d . . .
C23 C -0.3175(4) 0.4395(2) 0.34143(13) 0.0399(5) Uani 1 1 d . . .
H23 H -0.4501 0.3720 0.3382 0.048 Uiso 1 1 calc R . .
C24 C -0.2378(4) 0.5495(2) 0.39302(13) 0.0389(5) Uani 1 1 d . . .
H24 H -0.3030 0.5746 0.4338 0.047 Uiso 1 1 calc R . .
N25 N -0.0410(3) 0.62072(17) 0.37609(9) 0.0319(3) Uani 1 1 d . . .
C26 C 0.1130(4) 0.7340(2) 0.42726(12) 0.0379(4) Uani 1 1 d . . .
H26A H 0.0222 0.7988 0.4475 0.045 Uiso 1 1 calc R . .
H26B H 0.2222 0.7832 0.4025 0.045 Uiso 1 1 calc R . .
C27 C 0.2429(4) 0.6826(2) 0.48616(13) 0.0461(5) Uani 1 1 d . . .
H27A H 0.1354 0.6406 0.5132 0.069 Uiso 1 1 calc R . .
H27B H 0.3520 0.7588 0.5179 0.069 Uiso 1 1 calc R . .
H27C H 0.3261 0.6149 0.4659 0.069 Uiso 1 1 calc R . .
C31 C 0.4919(3) 0.71803(18) 0.25434(9) 0.0262(3) Uani 1 1 d . . .
N32 N 0.6293(3) 0.68535(16) 0.20494(8) 0.0284(3) Uani 1 1 d . . .
C33 C 0.8089(3) 0.7924(2) 0.20865(11) 0.0345(4) Uani 1 1 d . . .
H33 H 0.9249 0.7948 0.1804 0.041 Uiso 1 1 calc R . .
C34 C 0.7852(3) 0.8916(2) 0.26016(11) 0.0333(4) Uani 1 1 d . . .
H34 H 0.8835 0.9782 0.2759 0.040 Uiso 1 1 calc R . .
N35 N 0.5906(3) 0.84509(15) 0.28659(8) 0.0272(3) Uani 1 1 d . . .
C36 C 0.5033(3) 0.93214(19) 0.34005(11) 0.0312(4) Uani 1 1 d . . .
H36A H 0.3385 0.8962 0.3374 0.037 Uiso 1 1 calc R . .
H36B H 0.5190 1.0252 0.3297 0.037 Uiso 1 1 calc R . .
C37 C 0.6315(4) 0.9384(2) 0.41421(11) 0.0383(4) Uani 1 1 d . . .
H37A H 0.6184 0.8461 0.4243 0.057 Uiso 1 1 calc R . .
H37B H 0.5658 0.9946 0.4489 0.057 Uiso 1 1 calc R . .
H37C H 0.7934 0.9784 0.4177 0.057 Uiso 1 1 calc R . .
B1 B 0.1520(4) 0.2177(2) 0.37992(13) 0.0347(5) Uani 1 1 d D . .
F1 F 0.2380(3) 0.34840(16) 0.41771(10) 0.0673(5) Uani 1 1 d D . .
F2 F 0.2052(3) 0.12279(19) 0.41982(10) 0.0636(4) Uani 1 1 d D . .
F3 F 0.2485(3) 0.19849(16) 0.31896(8) 0.0542(4) Uani 1 1 d D . .
F4 F -0.0840(2) 0.19813(13) 0.35934(7) 0.0419(3) Uani 1 1 d D . .
B2 B 0.2291(4) 0.8421(3) 0.08861(13) 0.0381(5) Uani 1 1 d D . .
F5 F 0.2791(11) 0.9163(6) 0.15731(16) 0.0585(14) Uani 0.819(6) 1 d PD A 1
F6 F 0.4063(6) 0.8633(4) 0.0539(2) 0.1008(17) Uani 0.819(6) 1 d PD A 1
F7 F 0.0384(7) 0.8765(3) 0.05387(14) 0.0962(15) Uani 0.819(6) 1 d PD A 1
F8 F 0.1697(6) 0.7028(2) 0.08936(15) 0.0680(8) Uani 0.819(6) 1 d PD A 1
F5B F 0.260(5) 0.904(3) 0.1594(7) 0.054(6) Uiso 0.181(6) 1 d PD A 2
F6B F 0.4504(12) 0.8195(7) 0.0824(4) 0.0287(19) Uiso 0.181(6) 1 d PD A 2
F7B F 0.188(2) 0.9364(11) 0.0478(6) 0.066(3) Uiso 0.181(6) 1 d PD A 2
F8B F 0.080(2) 0.7272(11) 0.0689(7) 0.068(3) Uiso 0.181(6) 1 d PD A 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
Pd1 0.02702(8) 0.02086(7) 0.02518(8) 0.00286(5) 0.00266(5) 0.00320(5)
C1 0.0589(15) 0.0281(10) 0.0423(12) -0.0001(9) -0.0150(11) 0.0050(10)
C2 0.0591(15) 0.0275(10) 0.0528(14) 0.0085(9) -0.0223(12) -0.0083(10)
C3 0.0435(12) 0.0350(11) 0.0480(13) 0.0168(10) -0.0136(10) -0.0085(9)
C4 0.0352(10) 0.0292(9) 0.0360(10) 0.0123(8) -0.0077(8) 0.0002(8)
N5 0.0345(8) 0.0235(7) 0.0337(8) 0.0050(6) -0.0045(7) 0.0019(6)
N7 0.0367(8) 0.0276(8) 0.0256(7) 0.0002(6) 0.0014(6) 0.0099(6)
C8 0.0364(10) 0.0316(9) 0.0247(8) 0.0033(7) 0.0036(7) 0.0128(8)
C9 0.0453(12) 0.0465(12) 0.0273(9) 0.0069(8) 0.0093(8) 0.0201(10)
C10 0.0624(15) 0.0506(13) 0.0253(9) 0.0002(9) 0.0072(9) 0.0291(11)
C11 0.0615(14) 0.0372(11) 0.0272(10) -0.0049(8) -0.0051(9) 0.0198(10)
C14 0.0436(11) 0.0292(9) 0.0294(9) -0.0006(7) -0.0058(8) 0.0123(8)
C15 0.0450(11) 0.0262(9) 0.0333(10) 0.0023(7) -0.0085(8) 0.0080(8)
C21 0.0284(9) 0.0274(9) 0.0322(9) 0.0108(7) 0.0021(7) 0.0033(7)
N22 0.0282(8) 0.0306(8) 0.0374(9) 0.0142(7) 0.0003(6) -0.0001(6)
C23 0.0272(9) 0.0442(12) 0.0537(13) 0.0269(10) 0.0078(9) 0.0047(8)
C24 0.0330(10) 0.0427(11) 0.0497(12) 0.0221(10) 0.0163(9) 0.0105(9)
N25 0.0314(8) 0.0320(8) 0.0359(8) 0.0124(7) 0.0103(7) 0.0070(6)
C26 0.0457(12) 0.0305(10) 0.0378(11) 0.0052(8) 0.0131(9) 0.0045(8)
C27 0.0532(14) 0.0399(12) 0.0408(12) 0.0016(9) 0.0021(10) 0.0087(10)
C31 0.0297(9) 0.0257(8) 0.0239(8) 0.0053(6) 0.0056(7) 0.0064(7)
N32 0.0307(8) 0.0304(8) 0.0251(7) 0.0042(6) 0.0082(6) 0.0072(6)
C33 0.0323(10) 0.0391(10) 0.0337(10) 0.0098(8) 0.0115(8) 0.0040(8)
C34 0.0315(9) 0.0318(9) 0.0364(10) 0.0085(8) 0.0096(8) 0.0004(7)
N35 0.0304(8) 0.0234(7) 0.0279(7) 0.0049(6) 0.0077(6) 0.0036(6)
C36 0.0368(10) 0.0213(8) 0.0369(10) 0.0036(7) 0.0122(8) 0.0065(7)
C37 0.0447(11) 0.0362(10) 0.0312(10) 0.0004(8) 0.0093(8) 0.0039(9)
B1 0.0303(11) 0.0306(11) 0.0411(12) 0.0042(9) 0.0059(9) 0.0031(8)
F1 0.0549(9) 0.0456(9) 0.0826(12) -0.0222(8) 0.0094(8) -0.0063(7)
F2 0.0508(9) 0.0752(11) 0.0743(11) 0.0402(9) 0.0052(8) 0.0200(8)
F3 0.0520(8) 0.0533(8) 0.0574(9) 0.0046(7) 0.0243(7) 0.0031(7)
F4 0.0308(6) 0.0421(7) 0.0524(8) 0.0123(6) 0.0040(5) 0.0060(5)
B2 0.0396(12) 0.0393(12) 0.0322(11) 0.0012(9) 0.0099(9) 0.0010(10)
F5 0.0556(18) 0.081(3) 0.0277(11) -0.0080(10) 0.0087(9) -0.0002(14)
F6 0.108(2) 0.081(2) 0.087(2) -0.0392(18) 0.073(2) -0.0502(18)
F7 0.119(3) 0.087(2) 0.0649(15) -0.0134(13) -0.0401(16) 0.052(2)
F8 0.0835(18) 0.0420(11) 0.0797(16) 0.0184(10) 0.0180(14) 0.0060(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
Pd1 N5 1.9768(16) . ?
Pd1 N7 1.9782(16) . ?
Pd1 C21 2.044(2) . ?
Pd1 C31 2.0458(18) . ?
C1 C15 1.381(3) . ?
C1 C2 1.392(4) . ?
C2 C3 1.382(4) . ?
C3 C4 1.391(3) . ?
C4 N5 1.326(3) . ?
C4 N22 1.402(3) . ?
N5 C15 1.357(3) . ?
N7 C8 1.327(3) . ?
N7 C14 1.356(2) . ?
C8 C9 1.387(3) . ?
C8 N32 1.398(2) . ?
C9 C10 1.385(3) . ?
C10 C11 1.389(4) . ?
C11 C14 1.384(3) . ?
C14 C15 1.481(3) . ?
C21 N25 1.334(3) . ?
C21 N22 1.388(2) . ?
N22 C23 1.386(3) . ?
C23 C24 1.335(3) . ?
C24 N25 1.396(3) . ?
N25 C26 1.469(3) . ?
C26 C27 1.498(3) . ?
C31 N35 1.332(2) . ?
C31 N32 1.391(2) . ?
N32 C33 1.385(3) . ?
C33 C34 1.337(3) . ?
C34 N35 1.392(2) . ?
N35 C36 1.464(2) . ?
C36 C37 1.509(3) . ?
B1 F2 1.378(3) . ?
B1 F1 1.379(3) . ?
B1 F4 1.387(3) . ?
B1 F3 1.393(3) . ?
B2 F8B 1.310(9) . ?
B2 F6 1.352(3) . ?
B2 F7 1.365(3) . ?
B2 F7B 1.367(8) . ?
B2 F5 1.379(4) . ?
B2 F5B 1.380(12) . ?
B2 F8 1.403(3) . ?
B2 F6B 1.407(7) . ?
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
N5 Pd1 N7 79.33(7) . . ?
N5 Pd1 C21 79.56(8) . . ?
N7 Pd1 C21 158.80(8) . . ?
N5 Pd1 C31 158.83(8) . . ?
N7 Pd1 C31 79.63(7) . . ?
C21 Pd1 C31 121.54(7) . . ?
C15 C1 C2 118.2(2) . . ?
C3 C2 C1 122.2(2) . . ?
C2 C3 C4 116.7(2) . . ?
N5 C4 C3 120.9(2) . . ?
N5 C4 N22 111.23(17) . . ?
C3 C4 N22 127.9(2) . . ?
C4 N5 C15 123.09(18) . . ?
C4 N5 Pd1 119.34(14) . . ?
C15 N5 Pd1 117.57(15) . . ?
C8 N7 C14 122.83(18) . . ?
C8 N7 Pd1 119.32(13) . . ?
C14 N7 Pd1 117.85(15) . . ?
N7 C8 C9 121.26(19) . . ?
N7 C8 N32 111.16(16) . . ?
C9 C8 N32 127.6(2) . . ?
C10 C9 C8 116.6(2) . . ?
C9 C10 C11 122.0(2) . . ?
C14 C11 C10 118.4(2) . . ?
N7 C14 C11 118.8(2) . . ?
N7 C14 C15 112.38(18) . . ?
C11 C14 C15 128.8(2) . . ?
N5 C15 C1 118.8(2) . . ?
N5 C15 C14 112.87(17) . . ?
C1 C15 C14 128.3(2) . . ?
N25 C21 N22 104.00(17) . . ?
N25 C21 Pd1 146.09(15) . . ?
N22 C21 Pd1 109.82(14) . . ?
C23 N22 C21 110.80(18) . . ?
C23 N22 C4 128.89(18) . . ?
C21 N22 C4 119.80(17) . . ?
C24 C23 N22 106.38(18) . . ?
C23 C24 N25 107.45(19) . . ?
C21 N25 C24 111.37(18) . . ?
C21 N25 C26 125.72(17) . . ?
C24 N25 C26 121.87(18) . . ?
N25 C26 C27 110.66(17) . . ?
N35 C31 N32 103.41(15) . . ?
N35 C31 Pd1 147.08(14) . . ?
N32 C31 Pd1 109.50(12) . . ?
C33 N32 C31 111.33(16) . . ?
C33 N32 C8 128.19(17) . . ?
C31 N32 C8 120.11(16) . . ?
C34 C33 N32 105.79(17) . . ?
C33 C34 N35 107.74(17) . . ?
C31 N35 C34 111.72(16) . . ?
C31 N35 C36 125.87(16) . . ?
C34 N35 C36 122.30(16) . . ?
N35 C36 C37 111.38(16) . . ?
F2 B1 F1 111.1(2) . . ?
F2 B1 F4 109.44(18) . . ?
F1 B1 F4 110.32(18) . . ?
F2 B1 F3 108.59(19) . . ?
F1 B1 F3 108.84(19) . . ?
F4 B1 F3 108.52(19) . . ?
F8B B2 F6 119.0(6) . . ?
F8B B2 F7 75.6(6) . . ?
F6 B2 F7 111.1(3) . . ?
F8B B2 F7B 113.5(7) . . ?
F6 B2 F7B 72.6(5) . . ?
F7 B2 F7B 44.5(5) . . ?
F8B B2 F5 123.0(7) . . ?
F6 B2 F5 112.2(3) . . ?
F7 B2 F5 108.1(3) . . ?
F7B B2 F5 103.8(6) . . ?
F8B B2 F5B 115.9(13) . . ?
F6 B2 F5B 118.4(13) . . ?
F7 B2 F5B 107.4(11) . . ?
F7B B2 F5B 108.5(12) . . ?
F5 B2 F5B 7.2(15) . . ?
F8B B2 F8 30.5(6) . . ?
F6 B2 F8 109.5(3) . . ?
F7 B2 F8 106.0(2) . . ?
F7B B2 F8 141.7(6) . . ?
F5 B2 F8 109.9(3) . . ?
F5B B2 F8 103.6(12) . . ?
F8B B2 F6B 110.1(7) . . ?
F6 B2 F6B 33.8(3) . . ?
F7 B2 F6B 143.7(4) . . ?
F7B B2 F6B 105.9(5) . . ?
F5 B2 F6B 98.4(4) . . ?
F5B B2 F6B 101.9(12) . . ?
F8 B2 F6B 87.0(3) . . ?
_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full 28.30
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max 0.517
_refine_diff_density_min -0.541
_refine_diff_density_rms 0.070
#===============================================================
data_cd25
_database_code_depnum_ccdc_archive 'CCDC 726863'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '17 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C42 H60 Cl4 N6 O6 Pd2 S6'
_chemical_formula_weight 1291.92
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Triclinic
_symmetry_space_group_name_H-M P-1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.8168(10)
_cell_length_b 12.4495(12)
_cell_length_c 12.8901(13)
_cell_angle_alpha 67.107(2)
_cell_angle_beta 80.082(2)
_cell_angle_gamma 69.636(2)
_cell_volume 1359.3(2)
_cell_formula_units_Z 2
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 4707
_cell_measurement_theta_min 2.42
_cell_measurement_theta_max 28.20
_exptl_crystal_description polyhedron
_exptl_crystal_colour yellow
_exptl_crystal_size_max 0.13
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.09
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.578
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 658
_exptl_absorpt_coefficient_mu 1.137
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.8663
_exptl_absorpt_correction_T_max 0.9046
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 14408
_diffrn_reflns_av_R_equivalents 0.0288
_diffrn_reflns_av_sigmaI/netI 0.0442
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_theta_min 1.87
_diffrn_reflns_theta_max 28.33
_reflns_number_total 6706
_reflns_number_gt 5909
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_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^)+(0.0344P)^2^+0.6184P] 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 none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 6706
_refine_ls_number_parameters 309
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0481
_refine_ls_R_factor_gt 0.0396
_refine_ls_wR_factor_ref 0.0890
_refine_ls_wR_factor_gt 0.0854
_refine_ls_goodness_of_fit_ref 1.108
_refine_ls_restrained_S_all 1.108
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd -0.85550(2) -0.799887(19) 0.195315(17) 0.01991(7) Uani 1 1 d . . .
Cl1 Cl -0.93729(9) -0.90266(8) 0.11167(7) 0.03813(19) Uani 1 1 d . . .
Cl2 Cl -1.06776(8) -0.63495(7) 0.15884(7) 0.03534(18) Uani 1 1 d . . .
S1 S -0.64731(8) -0.95255(6) 0.23126(6) 0.02503(15) Uani 1 1 d . . .
O1 O -0.5378(2) -0.9452(2) 0.2906(2) 0.0393(5) Uani 1 1 d . . .
C1 C -0.8502(3) -1.0712(3) 0.6033(2) 0.0266(6) Uani 1 1 d . . .
H1 H -0.8720 -1.1438 0.6520 0.032 Uiso 1 1 calc R . .
C2 C -0.7323(3) -1.0447(3) 0.6205(3) 0.0313(7) Uani 1 1 d . . .
H2 H -0.6718 -1.0990 0.6820 0.038 Uiso 1 1 calc R . .
C3 C -0.7025(3) -0.9389(3) 0.5481(2) 0.0284(6) Uani 1 1 d . . .
H3 H -0.6221 -0.9186 0.5580 0.034 Uiso 1 1 calc R . .
C4 C -0.7944(3) -0.8641(3) 0.4609(2) 0.0223(5) Uani 1 1 d . . .
N5 N -0.9089(2) -0.8854(2) 0.44179(18) 0.0214(5) Uani 1 1 d . . .
C11 C -0.5671(4) -0.9699(3) 0.1033(3) 0.0388(8) Uani 1 1 d . . .
H11A H -0.5370 -0.8978 0.0561 0.058 Uiso 1 1 calc R . .
H11B H -0.6377 -0.9780 0.0638 0.058 Uiso 1 1 calc R . .
H11C H -0.4818 -1.0434 0.1187 0.058 Uiso 1 1 calc R . .
C12 C -0.6778(4) -1.0964(3) 0.3048(3) 0.0434(8) Uani 1 1 d . . .
H12A H -0.5855 -1.1624 0.3102 0.065 Uiso 1 1 calc R . .
H12B H -0.7462 -1.1057 0.2641 0.065 Uiso 1 1 calc R . .
H12C H -0.7187 -1.1007 0.3807 0.065 Uiso 1 1 calc R . .
C15 C -0.9361(3) -0.9889(2) 0.5127(2) 0.0214(5) Uani 1 1 d . . .
C21 C -0.7825(3) -0.7193(2) 0.2677(2) 0.0211(5) Uani 1 1 d . . .
N22 N -0.7663(2) -0.7557(2) 0.37985(19) 0.0222(5) Uani 1 1 d . . .
C23 C -0.7093(3) -0.6798(3) 0.4019(3) 0.0288(6) Uani 1 1 d . . .
H23 H -0.6874 -0.6866 0.4736 0.035 Uiso 1 1 calc R . .
C24 C -0.6911(3) -0.5949(3) 0.3021(3) 0.0307(6) Uani 1 1 d . . .
H24 H -0.6545 -0.5294 0.2896 0.037 Uiso 1 1 calc R . .
N25 N -0.7359(3) -0.6208(2) 0.2204(2) 0.0246(5) Uani 1 1 d . . .
C26 C -0.7215(3) -0.5571(3) 0.0980(2) 0.0299(6) Uani 1 1 d . . .
H26A H -0.7146 -0.4750 0.0835 0.036 Uiso 1 1 calc R . .
H26B H -0.8099 -0.5454 0.0625 0.036 Uiso 1 1 calc R . .
C31 C -0.5898(3) -0.6264(3) 0.0442(2) 0.0270(6) Uani 1 1 d . . .
C32 C -0.4570(3) -0.6865(3) 0.0960(3) 0.0351(7) Uani 1 1 d . . .
H32 H -0.4486 -0.6866 0.1683 0.042 Uiso 1 1 calc R . .
C33 C -0.3370(4) -0.7464(3) 0.0430(3) 0.0428(8) Uani 1 1 d . . .
H33 H -0.2476 -0.7889 0.0799 0.051 Uiso 1 1 calc R . .
C34 C -0.3468(4) -0.7445(3) -0.0626(3) 0.0457(9) Uani 1 1 d . . .
H34 H -0.2642 -0.7854 -0.0989 0.055 Uiso 1 1 calc R . .
C35 C -0.4769(4) -0.6831(3) -0.1162(3) 0.0452(9) Uani 1 1 d . . .
H35 H -0.4836 -0.6804 -0.1899 0.054 Uiso 1 1 calc R . .
C36 C -0.5978(4) -0.6254(3) -0.0622(3) 0.0370(7) Uani 1 1 d . . .
H36 H -0.6875 -0.5845 -0.0988 0.044 Uiso 1 1 calc R . .
S2 S -1.20138(11) -0.23197(9) 0.20566(9) 0.0480(2) Uani 1 1 d . . .
O2 O -1.2437(4) -0.2807(3) 0.3275(3) 0.0778(11) Uani 1 1 d . . .
C41 C -1.1237(7) -0.1181(4) 0.1879(4) 0.0782(16) Uani 1 1 d . . .
H41A H -1.1976 -0.0498 0.2051 0.117 Uiso 1 1 calc R . .
H41B H -1.0867 -0.0885 0.1097 0.117 Uiso 1 1 calc R . .
H41C H -1.0435 -0.1525 0.2388 0.117 Uiso 1 1 calc R . .
C42 C -1.0425(5) -0.3424(4) 0.1785(4) 0.0598(11) Uani 1 1 d . . .
H42A H -0.9669 -0.3609 0.2290 0.090 Uiso 1 1 calc R . .
H42B H -1.0078 -0.3099 0.1000 0.090 Uiso 1 1 calc R . .
H42C H -1.0649 -0.4175 0.1912 0.090 Uiso 1 1 calc R . .
S3 S -0.77182(13) -0.33988(10) 0.48102(10) 0.0523(4) Uani 0.923(3) 1 d P A 1
O3 O -0.6977(4) -0.3770(3) 0.3836(2) 0.0658(8) Uani 1 1 d . A 1
C43 C -0.6563(6) -0.4288(7) 0.5964(5) 0.101(2) Uani 1 1 d . A 1
H43A H -0.6384 -0.5161 0.6124 0.151 Uiso 1 1 calc R A 1
H43B H -0.7030 -0.4088 0.6630 0.151 Uiso 1 1 calc R A 1
H43C H -0.5637 -0.4107 0.5776 0.151 Uiso 1 1 calc R A 1
C44 C -0.9099(4) -0.4075(4) 0.5363(4) 0.0574(11) Uani 1 1 d . A 1
H44A H -0.9877 -0.3696 0.4827 0.086 Uiso 1 1 calc R A 1
H44B H -0.9490 -0.3954 0.6076 0.086 Uiso 1 1 calc R A 1
H44C H -0.8704 -0.4955 0.5497 0.086 Uiso 1 1 calc R A 1
S3B S -0.7128(14) -0.4453(12) 0.4868(11) 0.049(4) Uiso 0.077(3) 1 d P A 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
Pd1 0.01943(11) 0.02150(11) 0.01893(11) -0.00658(8) -0.00280(7) -0.00626(8)
Cl1 0.0366(4) 0.0490(5) 0.0428(4) -0.0251(4) -0.0059(3) -0.0178(4)
Cl2 0.0265(4) 0.0308(4) 0.0395(4) -0.0090(3) -0.0107(3) 0.0022(3)
S1 0.0247(4) 0.0226(3) 0.0260(3) -0.0085(3) -0.0018(3) -0.0052(3)
O1 0.0300(12) 0.0405(13) 0.0467(14) -0.0180(11) -0.0157(10) -0.0005(10)
C1 0.0292(15) 0.0257(14) 0.0217(14) -0.0007(11) -0.0026(11) -0.0126(12)
C2 0.0310(16) 0.0334(16) 0.0260(15) -0.0019(13) -0.0100(12) -0.0116(13)
C3 0.0281(15) 0.0332(16) 0.0260(14) -0.0077(12) -0.0047(12) -0.0134(13)
C4 0.0248(14) 0.0250(13) 0.0195(13) -0.0096(11) 0.0015(10) -0.0098(11)
N5 0.0218(11) 0.0240(11) 0.0187(11) -0.0060(9) -0.0017(9) -0.0088(9)
C11 0.0363(18) 0.0423(19) 0.0324(17) -0.0178(15) 0.0060(14) -0.0042(15)
C12 0.054(2) 0.0216(15) 0.045(2) -0.0047(14) 0.0027(17) -0.0101(15)
C15 0.0221(13) 0.0242(13) 0.0177(12) -0.0080(11) 0.0006(10) -0.0072(11)
C21 0.0218(13) 0.0203(13) 0.0217(13) -0.0076(11) -0.0024(10) -0.0063(10)
N22 0.0237(12) 0.0219(11) 0.0234(11) -0.0081(9) -0.0010(9) -0.0100(9)
C23 0.0301(16) 0.0333(16) 0.0312(15) -0.0150(13) -0.0024(12) -0.0150(13)
C24 0.0325(16) 0.0274(15) 0.0381(17) -0.0135(13) -0.0025(13) -0.0139(13)
N25 0.0254(12) 0.0210(11) 0.0266(12) -0.0075(10) -0.0008(10) -0.0075(9)
C26 0.0337(16) 0.0219(14) 0.0268(15) -0.0003(12) -0.0015(12) -0.0094(12)
C31 0.0270(15) 0.0189(13) 0.0291(15) -0.0016(11) -0.0004(12) -0.0084(11)
C32 0.0319(17) 0.0331(16) 0.0348(17) -0.0031(14) -0.0044(13) -0.0124(13)
C33 0.0236(16) 0.0378(18) 0.056(2) -0.0070(17) 0.0005(15) -0.0094(14)
C34 0.0378(19) 0.0367(19) 0.056(2) -0.0156(17) 0.0176(17) -0.0131(15)
C35 0.054(2) 0.044(2) 0.0371(19) -0.0168(16) 0.0076(17) -0.0167(18)
C36 0.0389(19) 0.0329(17) 0.0330(17) -0.0073(14) -0.0047(14) -0.0074(14)
S2 0.0528(6) 0.0360(5) 0.0529(6) -0.0169(4) 0.0040(4) -0.0129(4)
O2 0.107(3) 0.0504(17) 0.068(2) -0.0243(16) 0.0413(19) -0.0322(18)
C41 0.141(5) 0.065(3) 0.055(3) -0.031(2) 0.028(3) -0.068(3)
C42 0.066(3) 0.041(2) 0.056(3) -0.0168(19) 0.009(2) -0.003(2)
S3 0.0711(8) 0.0451(6) 0.0534(7) -0.0267(5) 0.0230(5) -0.0345(6)
O3 0.083(2) 0.075(2) 0.0554(18) -0.0377(16) 0.0286(16) -0.0411(18)
C43 0.058(3) 0.185(7) 0.086(4) -0.080(5) 0.004(3) -0.035(4)
C44 0.051(2) 0.053(2) 0.065(3) -0.021(2) 0.006(2) -0.016(2)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C21 1.962(3) . ?
Pd1 S1 2.2229(7) . ?
Pd1 Cl2 2.3212(7) . ?
Pd1 Cl1 2.3518(8) . ?
S1 O1 1.467(2) . ?
S1 C11 1.760(3) . ?
S1 C12 1.776(3) . ?
C1 C2 1.383(4) . ?
C1 C15 1.390(4) . ?
C2 C3 1.381(4) . ?
C3 C4 1.376(4) . ?
C4 N5 1.322(3) . ?
C4 N22 1.433(3) . ?
N5 C15 1.344(3) . ?
C15 C15 1.486(5) 2_336 ?
C21 N25 1.340(3) . ?
C21 N22 1.356(3) . ?
N22 C23 1.385(3) . ?
C23 C24 1.342(4) . ?
C24 N25 1.388(4) . ?
N25 C26 1.472(4) . ?
C26 C31 1.509(4) . ?
C31 C36 1.381(4) . ?
C31 C32 1.392(4) . ?
C32 C33 1.384(5) . ?
C33 C34 1.372(5) . ?
C34 C35 1.381(5) . ?
C35 C36 1.386(5) . ?
S2 O2 1.489(3) . ?
S2 C41 1.755(4) . ?
S2 C42 1.772(4) . ?
S3 O3 1.492(3) . ?
S3 C44 1.746(4) . ?
S3 C43 1.775(6) . ?
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
C21 Pd1 S1 88.61(8) . . ?
C21 Pd1 Cl2 88.96(8) . . ?
S1 Pd1 Cl2 177.43(3) . . ?
C21 Pd1 Cl1 178.12(8) . . ?
S1 Pd1 Cl1 89.62(3) . . ?
Cl2 Pd1 Cl1 92.82(3) . . ?
O1 S1 C11 108.37(16) . . ?
O1 S1 C12 107.95(16) . . ?
C11 S1 C12 101.04(17) . . ?
O1 S1 Pd1 118.13(10) . . ?
C11 S1 Pd1 108.54(12) . . ?
C12 S1 Pd1 111.42(13) . . ?
C2 C1 C15 118.2(3) . . ?
C3 C2 C1 119.8(3) . . ?
C4 C3 C2 117.2(3) . . ?
N5 C4 C3 125.1(3) . . ?
N5 C4 N22 114.8(2) . . ?
C3 C4 N22 120.0(2) . . ?
C4 N5 C15 117.1(2) . . ?
N5 C15 C1 122.7(2) . . ?
N5 C15 C15 115.6(3) . 2_336 ?
C1 C15 C15 121.7(3) . 2_336 ?
N25 C21 N22 105.1(2) . . ?
N25 C21 Pd1 129.1(2) . . ?
N22 C21 Pd1 125.72(19) . . ?
C21 N22 C23 110.7(2) . . ?
C21 N22 C4 123.2(2) . . ?
C23 N22 C4 125.9(2) . . ?
C24 C23 N22 106.4(3) . . ?
C23 C24 N25 107.1(3) . . ?
C21 N25 C24 110.6(2) . . ?
C21 N25 C26 124.1(2) . . ?
C24 N25 C26 125.0(2) . . ?
N25 C26 C31 112.7(2) . . ?
C36 C31 C32 118.4(3) . . ?
C36 C31 C26 119.6(3) . . ?
C32 C31 C26 121.9(3) . . ?
C33 C32 C31 120.6(3) . . ?
C34 C33 C32 120.3(3) . . ?
C33 C34 C35 119.9(3) . . ?
C34 C35 C36 119.8(3) . . ?
C31 C36 C35 121.0(3) . . ?
O2 S2 C41 106.9(2) . . ?
O2 S2 C42 107.8(2) . . ?
C41 S2 C42 98.4(2) . . ?
O3 S3 C44 108.40(19) . . ?
O3 S3 C43 107.1(2) . . ?
C44 S3 C43 96.6(3) . . ?
_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full 28.33
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max 0.569
_refine_diff_density_min -0.461
_refine_diff_density_rms 0.086
#===============================================================
data_cd28
_database_code_depnum_ccdc_archive 'CCDC 726864'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common '18 in manuscript'
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C44 H46 B2 Cu2 F8 N14'
_chemical_formula_weight 1071.64
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'
B B 0.0013 0.0007 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M P2/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
_cell_length_a 23.200(2)
_cell_length_b 8.9069(8)
_cell_length_c 24.425(2)
_cell_angle_alpha 90.00
_cell_angle_beta 107.756(2)
_cell_angle_gamma 90.00
_cell_volume 4806.7(8)
_cell_formula_units_Z 4
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 3560
_cell_measurement_theta_min 2.29
_cell_measurement_theta_max 22.72
_exptl_crystal_description polyhedron
_exptl_crystal_colour red
_exptl_crystal_size_max 0.20
_exptl_crystal_size_mid 0.16
_exptl_crystal_size_min 0.06
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.481
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 2192
_exptl_absorpt_coefficient_mu 0.965
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.8304
_exptl_absorpt_correction_T_max 0.9444
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of G\"ottingen, Germany.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 38103
_diffrn_reflns_av_R_equivalents 0.0747
_diffrn_reflns_av_sigmaI/netI 0.0585
_diffrn_reflns_limit_h_min -27
_diffrn_reflns_limit_h_max 27
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_l_min -28
_diffrn_reflns_limit_l_max 29
_diffrn_reflns_theta_min 1.84
_diffrn_reflns_theta_max 25.14
_reflns_number_total 8522
_reflns_number_gt 6414
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker APEX'
_computing_cell_refinement 'Bruker SAINT'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_refine_special_details
;
Refinement of 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^)+(0.0493P)^2^+11.4858P] 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 none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 8522
_refine_ls_number_parameters 695
_refine_ls_number_restraints 423
_refine_ls_R_factor_all 0.1221
_refine_ls_R_factor_gt 0.0895
_refine_ls_wR_factor_ref 0.1777
_refine_ls_wR_factor_gt 0.1645
_refine_ls_goodness_of_fit_ref 1.198
_refine_ls_restrained_S_all 1.197
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1_1 Cu 0.5000 0.39731(12) 0.2500 0.0400(3) Uani 1 2 d S . .
Cu2_1 Cu 0.5000 0.85833(14) 0.2500 0.0462(3) Uani 1 2 d S . .
C1_1 C 0.3240(3) 0.6245(7) 0.2401(3) 0.0473(16) Uani 1 1 d . . .
H1_1 H 0.3050 0.6696 0.2654 0.057 Uiso 1 1 calc R . .
C2_1 C 0.2908(3) 0.5847(7) 0.1845(3) 0.0509(17) Uani 1 1 d . . .
H2_1 H 0.2486 0.6046 0.1710 0.061 Uiso 1 1 calc R . .
C3_1 C 0.3186(3) 0.5166(7) 0.1488(3) 0.0454(16) Uani 1 1 d . . .
H3_1 H 0.2965 0.4890 0.1106 0.054 Uiso 1 1 calc R . .
C4_1 C 0.3804(3) 0.4898(6) 0.1709(2) 0.0347(13) Uani 1 1 d . . .
N5_1 N 0.4133(2) 0.5289(5) 0.22378(18) 0.0346(11) Uani 1 1 d . . .
N7_1 N 0.4763(2) 0.7106(5) 0.31765(18) 0.0334(11) Uani 1 1 d . . .
C8_1 C 0.5147(3) 0.7387(6) 0.3690(2) 0.0349(13) Uani 1 1 d . . .
C9_1 C 0.5069(3) 0.6915(7) 0.4202(2) 0.0448(16) Uani 1 1 d . . .
H9_1 H 0.5370 0.7091 0.4559 0.054 Uiso 1 1 calc R . .
C10_1 C 0.4541(3) 0.6184(8) 0.4176(3) 0.0531(18) Uani 1 1 d . . .
H10_1 H 0.4467 0.5856 0.4518 0.064 Uiso 1 1 calc R . .
C11_1 C 0.4115(3) 0.5928(7) 0.3645(3) 0.0498(17) Uani 1 1 d . . .
H11_1 H 0.3739 0.5459 0.3617 0.060 Uiso 1 1 calc R . .
C14_1 C 0.4254(2) 0.6375(7) 0.3161(2) 0.0357(13) Uani 1 1 d . . .
C15_1 C 0.3853(3) 0.5969(6) 0.2575(2) 0.0344(13) Uani 1 1 d . . .
C21_1 C 0.4695(3) 0.3534(7) 0.1688(2) 0.0412(15) Uani 1 1 d . . .
N22_1 N 0.4133(2) 0.4103(5) 0.14049(19) 0.0376(12) Uani 1 1 d . . .
C23_1 C 0.3960(3) 0.3756(8) 0.0822(3) 0.0516(17) Uani 1 1 d . . .
H23_1 H 0.3591 0.4018 0.0541 0.062 Uiso 1 1 calc R . .
C24_1 C 0.4413(3) 0.2991(9) 0.0741(3) 0.064(2) Uani 1 1 d . . .
H24_1 H 0.4433 0.2605 0.0384 0.077 Uiso 1 1 calc R . .
N25_1 N 0.4858(3) 0.2849(7) 0.1269(2) 0.0560(15) Uani 1 1 d . . .
C26_1 C 0.5439(4) 0.2074(13) 0.1370(3) 0.098(3) Uani 1 1 d . . .
H26A_1 H 0.5727 0.2789 0.1285 0.117 Uiso 1 1 calc R . .
H26B_1 H 0.5595 0.1830 0.1785 0.117 Uiso 1 1 calc R . .
C27_1 C 0.5446(5) 0.0802(11) 0.1072(7) 0.159(6) Uani 1 1 d . . .
H27A_1 H 0.5859 0.0406 0.1177 0.239 Uiso 1 1 calc R . .
H27B_1 H 0.5304 0.1020 0.0659 0.239 Uiso 1 1 calc R . .
H27C_1 H 0.5179 0.0056 0.1164 0.239 Uiso 1 1 calc R . .
C31_1 C 0.5659(3) 0.8991(7) 0.3183(3) 0.0440(15) Uani 1 1 d . A .
N32_1 N 0.56550(19) 0.8253(5) 0.36741(18) 0.0345(11) Uani 1 1 d . . .
C33_1 C 0.6160(3) 0.8623(7) 0.4136(3) 0.0446(16) Uani 1 1 d . . .
H33_1 H 0.6256 0.8261 0.4519 0.054 Uiso 1 1 calc R . .
C34_1 C 0.6476(3) 0.9584(9) 0.3929(3) 0.0564(18) Uani 1 1 d . A .
H34_1 H 0.6850 1.0033 0.4138 0.068 Uiso 1 1 calc R . .
N35_1 N 0.6166(2) 0.9821(7) 0.3353(2) 0.0530(14) Uani 1 1 d D . .
C36_1 C 0.6348(3) 1.0969(9) 0.2992(3) 0.056(3) Uani 0.885(17) 1 d PD A 1
H36A_1 H 0.5984 1.1441 0.2725 0.067 Uiso 0.885(17) 1 calc PR A 1
H36B_1 H 0.6592 1.1764 0.3240 0.067 Uiso 0.885(17) 1 calc PR A 1
C37_1 C 0.6701(5) 1.0246(11) 0.2666(5) 0.106(5) Uani 0.885(17) 1 d PD A 1
H37A_1 H 0.6822 1.0994 0.2428 0.159 Uiso 0.885(17) 1 calc PR A 1
H37B_1 H 0.6456 0.9466 0.2419 0.159 Uiso 0.885(17) 1 calc PR A 1
H37C_1 H 0.7063 0.9789 0.2932 0.159 Uiso 0.885(17) 1 calc PR A 1
C36B_1 C 0.6463(18) 1.004(4) 0.2888(14) 0.017(13) Uiso 0.115(17) 1 d PD A 2
H36C_1 H 0.6863 0.9534 0.3001 0.020 Uiso 0.115(17) 1 calc PR A 2
H36D_1 H 0.6209 0.9577 0.2525 0.020 Uiso 0.115(17) 1 calc PR A 2
C37B_1 C 0.654(3) 1.163(5) 0.280(3) 0.07(2) Uiso 0.115(17) 1 d PD A 2
H37D_1 H 0.6774 1.1767 0.2534 0.106 Uiso 0.115(17) 1 calc PR A 2
H37E_1 H 0.6751 1.2103 0.3170 0.106 Uiso 0.115(17) 1 calc PR A 2
H37F_1 H 0.6140 1.2100 0.2642 0.106 Uiso 0.115(17) 1 calc PR A 2
Cu3_2 Cu 0.0000 0.53755(12) 0.2500 0.0336(3) Uani 1 2 d S . .
Cu4_2 Cu 0.0000 0.12146(13) 0.2500 0.0407(3) Uani 1 2 d S . .
C1_2 C -0.1481(3) 0.3269(7) 0.3158(3) 0.0492(17) Uani 1 1 d . . .
H1_2 H -0.1531 0.3649 0.3504 0.059 Uiso 1 1 calc R . .
C2_2 C -0.1974(3) 0.2899(8) 0.2698(4) 0.061(2) Uani 1 1 d . . .
H2_2 H -0.2371 0.3045 0.2725 0.073 Uiso 1 1 calc R . .
C3_2 C -0.1902(3) 0.2327(7) 0.2207(3) 0.0515(18) Uani 1 1 d . . .
H3_2 H -0.2239 0.2093 0.1884 0.062 Uiso 1 1 calc R . .
C4_2 C -0.1313(2) 0.2102(6) 0.2200(3) 0.0369(14) Uani 1 1 d . . .
N5_2 N -0.08244(19) 0.2472(5) 0.26237(19) 0.0323(11) Uani 1 1 d . . .
N7_2 N 0.0078(2) 0.4155(5) 0.33612(19) 0.0322(11) Uani 1 1 d . . .
C8_2 C 0.0584(2) 0.4596(7) 0.3751(2) 0.0340(13) Uani 1 1 d . . .
C9_2 C 0.0699(3) 0.4477(7) 0.4341(3) 0.0461(16) Uani 1 1 d . . .
H9_2 H 0.1071 0.4803 0.4604 0.055 Uiso 1 1 calc R . .
C10_2 C 0.0248(3) 0.3862(7) 0.4526(3) 0.0491(17) Uani 1 1 d . . .
H10_2 H 0.0306 0.3759 0.4926 0.059 Uiso 1 1 calc R . .
C11_2 C -0.0287(3) 0.3394(7) 0.4136(3) 0.0456(16) Uani 1 1 d . . .
H11_2 H -0.0601 0.2973 0.4262 0.055 Uiso 1 1 calc R . .
C14_2 C -0.0353(3) 0.3557(6) 0.3557(2) 0.0362(13) Uani 1 1 d . . .
C15_2 C -0.0909(2) 0.3071(6) 0.3102(3) 0.0380(14) Uani 1 1 d . . .
C21_2 C -0.0623(3) 0.0791(7) 0.1796(2) 0.0425(15) Uani 1 1 d . B .
N22_2 N -0.1185(2) 0.1368(6) 0.1733(2) 0.0399(12) Uani 1 1 d . . .
C23_2 C -0.1591(3) 0.0996(9) 0.1207(3) 0.062(2) Uani 1 1 d . . .
H23_2 H -0.2008 0.1255 0.1067 0.074 Uiso 1 1 calc R . .
C24_2 C -0.1275(4) 0.0201(11) 0.0938(3) 0.084(3) Uani 1 1 d D B .
H24_2 H -0.1427 -0.0217 0.0564 0.101 Uiso 1 1 calc R . .
N25_2 N -0.0685(3) 0.0084(8) 0.1299(2) 0.0706(19) Uani 1 1 d D . .
C26_2 C -0.0222(6) -0.1063(18) 0.1232(5) 0.066(4) Uani 0.594(17) 1 d PD B 1
H26A_2 H 0.0160 -0.0961 0.1551 0.079 Uiso 0.594(17) 1 calc PR B 1
H26B_2 H -0.0379 -0.2094 0.1240 0.079 Uiso 0.594(17) 1 calc PR B 1
C27_2 C -0.0114(8) -0.0779(18) 0.0679(7) 0.104(7) Uani 0.594(17) 1 d PD B 1
H27A_2 H 0.0178 -0.1513 0.0622 0.156 Uiso 0.594(17) 1 calc PR B 1
H27B_2 H 0.0048 0.0237 0.0678 0.156 Uiso 0.594(17) 1 calc PR B 1
H27C_2 H -0.0496 -0.0872 0.0367 0.156 Uiso 0.594(17) 1 calc PR B 1
C26B_2 C -0.0142(7) -0.0308(18) 0.1090(9) 0.048(6) Uiso 0.406(17) 1 d PD B 2
H26C_2 H -0.0183 0.0126 0.0707 0.057 Uiso 0.406(17) 1 calc PR B 2
H26D_2 H 0.0246 0.0018 0.1367 0.057 Uiso 0.406(17) 1 calc PR B 2
C27B_2 C -0.0202(10) -0.195(2) 0.1068(10) 0.072(7) Uiso 0.406(17) 1 d PD B 2
H27D_2 H 0.0030 -0.2362 0.0828 0.108 Uiso 0.406(17) 1 calc PR B 2
H27E_2 H -0.0629 -0.2220 0.0903 0.108 Uiso 0.406(17) 1 calc PR B 2
H27F_2 H -0.0046 -0.2359 0.1458 0.108 Uiso 0.406(17) 1 calc PR B 2
C31_2 C 0.0826(2) 0.5740(6) 0.2950(2) 0.0310(13) Uani 1 1 d . . .
N32_2 N 0.10045(19) 0.5263(5) 0.35110(18) 0.0348(11) Uani 1 1 d . . .
C33_2 C 0.1622(3) 0.5500(8) 0.3765(3) 0.0495(17) Uani 1 1 d . . .
H33_2 H 0.1851 0.5276 0.4150 0.059 Uiso 1 1 calc R . .
C34_2 C 0.1826(3) 0.6093(8) 0.3368(3) 0.0551(18) Uani 1 1 d . . .
H34_2 H 0.2233 0.6370 0.3413 0.066 Uiso 1 1 calc R . .
N35_2 N 0.1339(2) 0.6245(5) 0.2870(2) 0.0398(12) Uani 1 1 d . . .
C36_2 C 0.1375(3) 0.6888(7) 0.2334(3) 0.0451(16) Uani 1 1 d . . .
H36A_2 H 0.1013 0.6586 0.2017 0.054 Uiso 1 1 calc R . .
H36B_2 H 0.1735 0.6475 0.2249 0.054 Uiso 1 1 calc R . .
C37_2 C 0.1417(4) 0.8544(7) 0.2351(3) 0.068(2) Uani 1 1 d . . .
H37A_2 H 0.1436 0.8919 0.1980 0.101 Uiso 1 1 calc R . .
H37B_2 H 0.1782 0.8851 0.2656 0.101 Uiso 1 1 calc R . .
H37C_2 H 0.1059 0.8962 0.2430 0.101 Uiso 1 1 calc R . .
B1 B 0.6775(4) 0.3497(10) 0.0636(4) 0.045(3) Uani 0.807(14) 1 d PDU C 1
F11 F 0.6836(4) 0.4999(7) 0.0568(4) 0.124(4) Uani 0.807(14) 1 d PDU C 1
F12 F 0.7156(3) 0.2708(11) 0.0426(3) 0.100(3) Uani 0.807(14) 1 d PDU C 1
F13 F 0.6191(3) 0.3131(16) 0.0360(5) 0.107(4) Uani 0.807(14) 1 d PDU C 1
F14 F 0.6884(3) 0.3256(11) 0.1209(2) 0.088(3) Uani 0.807(14) 1 d PDU C 1
B1B B 0.6807(13) 0.358(3) 0.0558(11) 0.09(3) Uiso 0.193(14) 1 d PDU C 2
F11B F 0.7006(17) 0.215(3) 0.0549(16) 0.113(16) Uiso 0.193(14) 1 d PDU C 2
F12B F 0.7063(12) 0.446(3) 0.0245(11) 0.091(11) Uiso 0.193(14) 1 d PDU C 2
F13B F 0.6197(12) 0.357(4) 0.0338(19) 0.059(10) Uiso 0.193(14) 1 d PDU C 2
F14B F 0.6980(13) 0.413(4) 0.1102(11) 0.083(10) Uiso 0.193(14) 1 d PDU C 2
B2 B 0.2033(4) 0.2481(10) 0.0462(3) 0.044(3) Uani 0.790(9) 1 d PDU D 1
F21 F 0.1435(3) 0.2400(13) 0.0288(4) 0.141(4) Uani 0.790(9) 1 d PDU D 1
F22 F 0.2240(4) 0.3727(9) 0.0246(3) 0.141(4) Uani 0.790(9) 1 d PDU D 1
F23 F 0.2309(3) 0.2370(8) 0.1038(2) 0.093(2) Uani 0.790(9) 1 d PDU D 1
F24 F 0.2231(3) 0.1262(8) 0.0222(3) 0.109(3) Uani 0.790(9) 1 d PDU D 1
B2B B 0.1928(12) 0.247(2) 0.0440(11) 0.22(6) Uiso 0.210(9) 1 d PDU D 2
F21B F 0.1869(9) 0.384(2) 0.0654(9) 0.076(8) Uiso 0.210(9) 1 d PDU D 2
F22B F 0.1782(17) 0.264(4) -0.0137(10) 0.170(16) Uiso 0.210(9) 1 d PDU D 2
F23B F 0.2514(11) 0.205(4) 0.0656(16) 0.158(15) Uiso 0.210(9) 1 d PDU D 2
F24B F 0.1568(13) 0.143(3) 0.0566(13) 0.119(12) Uiso 0.210(9) 1 d PDU D 2
N41 N 0.1292(4) 0.6819(12) 0.0940(3) 0.109(3) Uani 1 1 d . . .
C41 C 0.1610(4) 0.7196(11) 0.0699(4) 0.075(2) Uani 1 1 d . . .
C42 C 0.2019(4) 0.7580(13) 0.0384(4) 0.113(4) Uani 1 1 d . . .
H42A H 0.2283 0.6723 0.0382 0.169 Uiso 1 1 calc R . .
H42B H 0.2265 0.8443 0.0566 0.169 Uiso 1 1 calc R . .
H42C H 0.1787 0.7837 -0.0012 0.169 Uiso 1 1 calc R . .
N43 N 0.7046(3) 0.8814(9) 0.1582(3) 0.090(2) Uani 1 1 d . . .
C43 C 0.6964(3) 0.8803(9) 0.1108(4) 0.062(2) Uani 1 1 d . . .
C44 C 0.6874(5) 0.8777(12) 0.0501(3) 0.110(4) Uani 1 1 d . . .
H44A H 0.7171 0.9434 0.0411 0.165 Uiso 1 1 calc R . .
H44B H 0.6465 0.9130 0.0297 0.165 Uiso 1 1 calc R . .
H44C H 0.6924 0.7748 0.0381 0.165 Uiso 1 1 calc 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
Cu1_1 0.0357(6) 0.0561(7) 0.0228(5) 0.000 0.0006(4) 0.000
Cu2_1 0.0296(6) 0.0754(8) 0.0285(6) 0.000 0.0014(5) 0.000
C1_1 0.032(3) 0.058(4) 0.051(4) -0.002(3) 0.011(3) -0.010(3)
C2_1 0.027(3) 0.059(5) 0.061(5) 0.002(3) 0.004(3) 0.000(3)
C3_1 0.036(3) 0.046(4) 0.040(4) 0.003(3) -0.010(3) -0.006(3)
C4_1 0.040(3) 0.025(3) 0.032(3) 0.005(2) 0.000(3) -0.005(2)
N5_1 0.028(3) 0.042(3) 0.028(2) -0.003(2) 0.000(2) -0.006(2)
N7_1 0.027(3) 0.041(3) 0.029(3) -0.003(2) 0.005(2) -0.002(2)
C8_1 0.036(3) 0.038(3) 0.026(3) -0.004(2) 0.003(3) 0.004(3)
C9_1 0.056(4) 0.051(4) 0.021(3) -0.006(3) 0.002(3) 0.002(3)
C10_1 0.053(4) 0.078(5) 0.032(3) 0.003(3) 0.017(3) -0.011(4)
C11_1 0.052(4) 0.059(4) 0.040(4) 0.003(3) 0.016(3) -0.012(3)
C14_1 0.029(3) 0.046(4) 0.030(3) 0.001(3) 0.006(2) -0.001(3)
C15_1 0.033(3) 0.036(3) 0.032(3) -0.001(3) 0.007(3) -0.011(3)
C21_1 0.046(4) 0.045(4) 0.029(3) -0.003(3) 0.007(3) -0.006(3)
N22_1 0.035(3) 0.048(3) 0.023(2) -0.002(2) -0.002(2) -0.006(2)
C23_1 0.053(4) 0.061(4) 0.029(3) -0.005(3) -0.005(3) -0.006(4)
C24_1 0.070(5) 0.085(6) 0.032(4) -0.012(4) 0.008(4) -0.002(4)
N25_1 0.057(4) 0.072(4) 0.035(3) -0.011(3) 0.008(3) 0.010(3)
C26_1 0.082(6) 0.154(10) 0.053(5) -0.030(6) 0.014(5) 0.042(6)
C27_1 0.086(8) 0.060(7) 0.34(2) -0.048(9) 0.071(11) -0.007(5)
C31_1 0.036(4) 0.056(4) 0.037(4) -0.002(3) 0.007(3) -0.004(3)
N32_1 0.027(3) 0.047(3) 0.024(2) -0.005(2) -0.002(2) 0.000(2)
C33_1 0.035(3) 0.058(4) 0.031(3) -0.005(3) -0.005(3) 0.000(3)
C34_1 0.036(4) 0.077(5) 0.043(4) -0.008(4) -0.009(3) -0.011(4)
N35_1 0.034(3) 0.074(4) 0.043(3) 0.002(3) 0.000(3) -0.011(3)
C36_1 0.041(5) 0.071(7) 0.053(5) -0.006(4) 0.011(4) -0.003(4)
C37_1 0.146(11) 0.058(7) 0.155(11) -0.016(7) 0.108(9) -0.010(7)
Cu3_2 0.0264(5) 0.0447(6) 0.0263(5) 0.000 0.0031(4) 0.000
Cu4_2 0.0251(5) 0.0610(7) 0.0296(5) 0.000 -0.0013(4) 0.000
C1_2 0.034(4) 0.038(4) 0.076(5) -0.004(3) 0.018(3) -0.003(3)
C2_2 0.029(4) 0.048(4) 0.106(6) -0.007(4) 0.023(4) -0.002(3)
C3_2 0.026(3) 0.041(4) 0.074(5) 0.002(3) -0.005(3) 0.001(3)
C4_2 0.031(3) 0.025(3) 0.050(4) 0.009(3) 0.004(3) -0.003(2)
N5_2 0.023(2) 0.038(3) 0.032(3) 0.009(2) 0.002(2) -0.002(2)
N7_2 0.025(3) 0.040(3) 0.028(3) -0.002(2) 0.003(2) -0.001(2)
C8_2 0.030(3) 0.043(3) 0.024(3) 0.002(3) 0.000(2) 0.004(3)
C9_2 0.041(4) 0.057(4) 0.035(3) -0.001(3) 0.002(3) 0.005(3)
C10_2 0.058(4) 0.061(4) 0.027(3) 0.000(3) 0.011(3) 0.012(4)
C11_2 0.047(4) 0.045(4) 0.053(4) 0.008(3) 0.027(3) 0.008(3)
C14_2 0.041(3) 0.034(3) 0.033(3) 0.005(3) 0.011(3) 0.006(3)
C15_2 0.029(3) 0.031(3) 0.051(4) 0.007(3) 0.009(3) 0.001(2)
C21_2 0.031(3) 0.058(4) 0.030(3) -0.003(3) -0.003(3) -0.003(3)
N22_2 0.023(3) 0.050(3) 0.036(3) 0.000(2) -0.007(2) -0.009(2)
C23_2 0.042(4) 0.080(5) 0.046(4) -0.005(4) -0.012(4) -0.010(4)
C24_2 0.057(5) 0.131(8) 0.041(4) -0.023(5) -0.020(4) -0.011(5)
N25_2 0.048(4) 0.114(6) 0.037(3) -0.022(3) -0.006(3) 0.008(4)
C26_2 0.078(10) 0.076(12) 0.038(7) -0.008(8) 0.009(7) -0.003(9)
C27_2 0.128(15) 0.081(12) 0.129(16) 0.008(10) 0.076(13) 0.031(10)
C31_2 0.027(3) 0.035(3) 0.031(3) -0.007(2) 0.008(3) -0.003(2)
N32_2 0.027(3) 0.046(3) 0.027(2) -0.005(2) 0.002(2) -0.006(2)
C33_2 0.028(3) 0.063(4) 0.046(4) -0.006(3) -0.004(3) -0.009(3)
C34_2 0.035(4) 0.066(5) 0.059(4) -0.008(4) 0.007(3) -0.017(3)
N35_2 0.030(3) 0.045(3) 0.043(3) -0.009(2) 0.009(2) -0.010(2)
C36_2 0.042(4) 0.046(4) 0.053(4) -0.005(3) 0.022(3) -0.007(3)
C37_2 0.086(6) 0.045(4) 0.062(5) -0.001(4) 0.008(4) -0.003(4)
B1 0.033(5) 0.055(6) 0.041(5) -0.017(4) 0.004(4) 0.009(4)
F11 0.155(7) 0.068(4) 0.158(8) 0.016(4) 0.063(6) 0.013(4)
F12 0.069(4) 0.127(7) 0.115(6) -0.029(5) 0.044(4) 0.030(5)
F13 0.039(3) 0.222(13) 0.051(4) -0.027(7) -0.002(3) -0.019(5)
F14 0.070(4) 0.133(7) 0.042(3) 0.013(3) -0.010(3) 0.026(4)
B2 0.033(5) 0.065(6) 0.029(5) -0.012(4) 0.001(4) 0.000(4)
F21 0.041(4) 0.241(11) 0.132(7) -0.012(7) 0.011(4) 0.030(5)
F22 0.194(8) 0.119(5) 0.079(5) 0.019(4) -0.004(5) -0.059(6)
F23 0.094(5) 0.140(6) 0.036(3) -0.011(3) 0.007(3) -0.017(4)
F24 0.088(5) 0.126(5) 0.095(5) -0.054(4) 0.001(4) 0.040(4)
N41 0.086(6) 0.173(9) 0.064(5) 0.003(5) 0.016(5) -0.007(6)
C41 0.060(5) 0.099(7) 0.054(5) 0.010(5) -0.003(4) -0.006(5)
C42 0.080(7) 0.148(10) 0.109(8) 0.035(7) 0.026(6) -0.013(7)
N43 0.086(6) 0.117(6) 0.067(5) 0.011(5) 0.027(4) 0.017(5)
C43 0.056(5) 0.060(5) 0.066(5) 0.000(4) 0.014(4) 0.009(4)
C44 0.155(10) 0.115(8) 0.048(5) -0.015(5) 0.014(6) -0.027(7)
_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
Cu1_1 C21_1 1.932(6) . ?
Cu1_1 C21_1 1.932(6) 2_655 ?
Cu1_1 N5_1 2.246(5) 2_655 ?
Cu1_1 N5_1 2.246(5) . ?
Cu2_1 C31_1 1.922(6) . ?
Cu2_1 C31_1 1.922(6) 2_655 ?
Cu2_1 N7_1 2.306(5) 2_655 ?
Cu2_1 N7_1 2.306(5) . ?
C1_1 C15_1 1.377(8) . ?
C1_1 C2_1 1.387(9) . ?
C2_1 C3_1 1.374(9) . ?
C3_1 C4_1 1.389(8) . ?
C4_1 N5_1 1.331(7) . ?
C4_1 N22_1 1.408(7) . ?
N5_1 C15_1 1.339(7) . ?
N7_1 C8_1 1.322(7) . ?
N7_1 C14_1 1.338(7) . ?
C8_1 C9_1 1.383(8) . ?
C8_1 N32_1 1.419(7) . ?
C9_1 C10_1 1.371(9) . ?
C10_1 C11_1 1.389(9) . ?
C11_1 C14_1 1.375(8) . ?
C14_1 C15_1 1.494(8) . ?
C21_1 N25_1 1.340(8) . ?
C21_1 N22_1 1.372(7) . ?
N22_1 C23_1 1.390(7) . ?
C23_1 C24_1 1.318(10) . ?
C24_1 N25_1 1.391(8) . ?
N25_1 C26_1 1.467(9) . ?
C26_1 C27_1 1.350(12) . ?
C31_1 N35_1 1.344(8) . ?
C31_1 N32_1 1.371(7) . ?
N32_1 C33_1 1.395(7) . ?
C33_1 C34_1 1.325(9) . ?
C34_1 N35_1 1.387(8) . ?
N35_1 C36_1 1.494(9) . ?
N35_1 C36B_1 1.51(2) . ?
C36_1 C37_1 1.454(12) . ?
C36B_1 C37B_1 1.46(2) . ?
Cu3_2 C31_2 1.923(5) . ?
Cu3_2 C31_2 1.923(5) 2 ?
Cu3_2 N7_2 2.325(4) 2 ?
Cu3_2 N7_2 2.325(4) . ?
Cu4_2 C21_2 1.916(6) . ?
Cu4_2 C21_2 1.916(6) 2 ?
Cu4_2 N5_2 2.314(5) 2 ?
Cu4_2 N5_2 2.314(4) . ?
C1_2 C2_2 1.376(9) . ?
C1_2 C15_2 1.385(8) . ?
C2_2 C3_2 1.360(10) . ?
C3_2 C4_2 1.387(8) . ?
C4_2 N5_2 1.323(7) . ?
C4_2 N22_2 1.420(8) . ?
N5_2 C15_2 1.353(7) . ?
N7_2 C8_2 1.326(7) . ?
N7_2 C14_2 1.343(7) . ?
C8_2 C9_2 1.389(8) . ?
C8_2 N32_2 1.413(7) . ?
C9_2 C10_2 1.373(9) . ?
C10_2 C11_2 1.379(9) . ?
C11_2 C14_2 1.383(8) . ?
C14_2 C15_2 1.487(8) . ?
C21_2 N25_2 1.336(8) . ?
C21_2 N22_2 1.368(7) . ?
N22_2 C23_2 1.382(8) . ?
C23_2 C24_2 1.327(11) . ?
C24_2 N25_2 1.388(9) . ?
N25_2 C26_2 1.527(13) . ?
N25_2 C26B_2 1.536(14) . ?
C26_2 C27_2 1.469(15) . ?
C26B_2 C27B_2 1.467(17) . ?
C31_2 N35_2 1.341(7) . ?
C31_2 N32_2 1.373(7) . ?
N32_2 C33_2 1.393(7) . ?
C33_2 C34_2 1.311(9) . ?
C34_2 N35_2 1.391(8) . ?
N35_2 C36_2 1.456(7) . ?
C36_2 C37_2 1.478(9) . ?
B1 F12 1.348(9) . ?
B1 F13 1.356(8) . ?
B1 F11 1.360(9) . ?
B1 F14 1.363(10) . ?
B1B F11B 1.353(14) . ?
B1B F12B 1.353(14) . ?
B1B F13B 1.354(14) . ?
B1B F14B 1.357(14) . ?
B2 F21 1.324(9) . ?
B2 F23 1.358(8) . ?
B2 F22 1.377(9) . ?
B2 F24 1.379(9) . ?
B2B F24B 1.347(14) . ?
B2B F21B 1.348(14) . ?
B2B F23B 1.350(14) . ?
B2B F22B 1.352(14) . ?
N41 C41 1.126(10) . ?
C41 C42 1.433(12) . ?
N43 C43 1.114(9) . ?
C43 C44 1.432(11) . ?
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
C21_1 Cu1_1 C21_1 156.7(4) . 2_655 ?
C21_1 Cu1_1 N5_1 114.5(2) . 2_655 ?
C21_1 Cu1_1 N5_1 78.3(2) 2_655 2_655 ?
C21_1 Cu1_1 N5_1 78.3(2) . . ?
C21_1 Cu1_1 N5_1 114.5(2) 2_655 . ?
N5_1 Cu1_1 N5_1 117.1(2) 2_655 . ?
C31_1 Cu2_1 C31_1 158.2(4) . 2_655 ?
C31_1 Cu2_1 N7_1 115.4(2) . 2_655 ?
C31_1 Cu2_1 N7_1 77.7(2) 2_655 2_655 ?
C31_1 Cu2_1 N7_1 77.7(2) . . ?
C31_1 Cu2_1 N7_1 115.4(2) 2_655 . ?
N7_1 Cu2_1 N7_1 110.4(2) 2_655 . ?
C15_1 C1_1 C2_1 118.0(6) . . ?
C3_1 C2_1 C1_1 120.4(6) . . ?
C2_1 C3_1 C4_1 117.3(6) . . ?
N5_1 C4_1 C3_1 123.4(6) . . ?
N5_1 C4_1 N22_1 113.7(5) . . ?
C3_1 C4_1 N22_1 122.9(5) . . ?
C4_1 N5_1 C15_1 118.3(5) . . ?
C4_1 N5_1 Cu1_1 109.8(4) . . ?
C15_1 N5_1 Cu1_1 128.3(4) . . ?
C8_1 N7_1 C14_1 116.9(5) . . ?
C8_1 N7_1 Cu2_1 109.4(4) . . ?
C14_1 N7_1 Cu2_1 131.2(4) . . ?
N7_1 C8_1 C9_1 124.3(6) . . ?
N7_1 C8_1 N32_1 113.7(5) . . ?
C9_1 C8_1 N32_1 121.9(5) . . ?
C10_1 C9_1 C8_1 117.7(6) . . ?
C9_1 C10_1 C11_1 119.5(6) . . ?
C14_1 C11_1 C10_1 117.9(6) . . ?
N7_1 C14_1 C11_1 123.6(5) . . ?
N7_1 C14_1 C15_1 115.5(5) . . ?
C11_1 C14_1 C15_1 120.8(5) . . ?
N5_1 C15_1 C1_1 122.6(5) . . ?
N5_1 C15_1 C14_1 115.0(5) . . ?
C1_1 C15_1 C14_1 122.4(5) . . ?
N25_1 C21_1 N22_1 103.3(5) . . ?
N25_1 C21_1 Cu1_1 140.8(5) . . ?
N22_1 C21_1 Cu1_1 115.9(4) . . ?
C21_1 N22_1 C23_1 111.5(5) . . ?
C21_1 N22_1 C4_1 120.3(5) . . ?
C23_1 N22_1 C4_1 128.2(5) . . ?
C24_1 C23_1 N22_1 106.0(6) . . ?
C23_1 C24_1 N25_1 107.8(6) . . ?
C21_1 N25_1 C24_1 111.4(6) . . ?
C21_1 N25_1 C26_1 123.0(6) . . ?
C24_1 N25_1 C26_1 125.6(6) . . ?
C27_1 C26_1 N25_1 117.8(8) . . ?
N35_1 C31_1 N32_1 103.4(5) . . ?
N35_1 C31_1 Cu2_1 139.6(5) . . ?
N32_1 C31_1 Cu2_1 116.9(4) . . ?
C31_1 N32_1 C33_1 111.5(5) . . ?
C31_1 N32_1 C8_1 120.8(5) . . ?
C33_1 N32_1 C8_1 127.3(5) . . ?
C34_1 C33_1 N32_1 105.7(5) . . ?
C33_1 C34_1 N35_1 108.0(6) . . ?
C31_1 N35_1 C34_1 111.4(6) . . ?
C31_1 N35_1 C36_1 124.9(5) . . ?
C34_1 N35_1 C36_1 123.4(6) . . ?
C31_1 N35_1 C36B_1 113.2(16) . . ?
C34_1 N35_1 C36B_1 124.6(17) . . ?
C36_1 N35_1 C36B_1 36.1(14) . . ?
C37_1 C36_1 N35_1 109.1(7) . . ?
C37B_1 C36B_1 N35_1 110(3) . . ?
C31_2 Cu3_2 C31_2 160.6(3) . 2 ?
C31_2 Cu3_2 N7_2 112.59(19) . 2 ?
C31_2 Cu3_2 N7_2 76.9(2) 2 2 ?
C31_2 Cu3_2 N7_2 76.9(2) . . ?
C31_2 Cu3_2 N7_2 112.59(19) 2 . ?
N7_2 Cu3_2 N7_2 124.3(2) 2 . ?
C21_2 Cu4_2 C21_2 157.3(4) . 2 ?
C21_2 Cu4_2 N5_2 113.9(2) . 2 ?
C21_2 Cu4_2 N5_2 77.6(2) 2 2 ?
C21_2 Cu4_2 N5_2 77.6(2) . . ?
C21_2 Cu4_2 N5_2 113.9(2) 2 . ?
N5_2 Cu4_2 N5_2 122.1(2) 2 . ?
C2_2 C1_2 C15_2 118.2(7) . . ?
C3_2 C2_2 C1_2 120.9(6) . . ?
C2_2 C3_2 C4_2 116.9(6) . . ?
N5_2 C4_2 C3_2 124.5(6) . . ?
N5_2 C4_2 N22_2 113.9(5) . . ?
C3_2 C4_2 N22_2 121.6(5) . . ?
C4_2 N5_2 C15_2 117.3(5) . . ?
C4_2 N5_2 Cu4_2 108.8(4) . . ?
C15_2 N5_2 Cu4_2 130.4(4) . . ?
C8_2 N7_2 C14_2 117.0(5) . . ?
C8_2 N7_2 Cu3_2 108.5(4) . . ?
C14_2 N7_2 Cu3_2 130.3(4) . . ?
N7_2 C8_2 C9_2 124.8(5) . . ?
N7_2 C8_2 N32_2 113.6(4) . . ?
C9_2 C8_2 N32_2 121.6(5) . . ?
C10_2 C9_2 C8_2 116.6(6) . . ?
C9_2 C10_2 C11_2 120.6(6) . . ?
C10_2 C11_2 C14_2 118.1(6) . . ?
N7_2 C14_2 C11_2 122.9(5) . . ?
N7_2 C14_2 C15_2 114.8(5) . . ?
C11_2 C14_2 C15_2 122.3(6) . . ?
N5_2 C15_2 C1_2 122.1(6) . . ?
N5_2 C15_2 C14_2 116.0(5) . . ?
C1_2 C15_2 C14_2 121.9(6) . . ?
N25_2 C21_2 N22_2 103.9(5) . . ?
N25_2 C21_2 Cu4_2 138.7(5) . . ?
N22_2 C21_2 Cu4_2 117.3(4) . . ?
C21_2 N22_2 C23_2 111.7(6) . . ?
C21_2 N22_2 C4_2 120.5(5) . . ?
C23_2 N22_2 C4_2 127.4(5) . . ?
C24_2 C23_2 N22_2 105.4(6) . . ?
C23_2 C24_2 N25_2 108.2(6) . . ?
C21_2 N25_2 C24_2 110.7(6) . . ?
C21_2 N25_2 C26_2 121.9(7) . . ?
C24_2 N25_2 C26_2 124.9(8) . . ?
C21_2 N25_2 C26B_2 122.4(9) . . ?
C24_2 N25_2 C26B_2 123.9(9) . . ?
C26_2 N25_2 C26B_2 30.4(7) . . ?
C27_2 C26_2 N25_2 107.8(10) . . ?
C27B_2 C26B_2 N25_2 99.3(12) . . ?
N35_2 C31_2 N32_2 103.7(5) . . ?
N35_2 C31_2 Cu3_2 138.4(4) . . ?
N32_2 C31_2 Cu3_2 117.6(4) . . ?
C31_2 N32_2 C33_2 110.7(5) . . ?
C31_2 N32_2 C8_2 120.5(4) . . ?
C33_2 N32_2 C8_2 128.8(5) . . ?
C34_2 C33_2 N32_2 106.6(6) . . ?
C33_2 C34_2 N35_2 107.8(6) . . ?
C31_2 N35_2 C34_2 111.1(5) . . ?
C31_2 N35_2 C36_2 124.1(5) . . ?
C34_2 N35_2 C36_2 124.8(5) . . ?
N35_2 C36_2 C37_2 112.8(5) . . ?
F12 B1 F13 111.0(8) . . ?
F12 B1 F11 111.2(9) . . ?
F13 B1 F11 107.5(8) . . ?
F12 B1 F14 111.8(7) . . ?
F13 B1 F14 108.5(9) . . ?
F11 B1 F14 106.6(7) . . ?
F11B B1B F12B 109.0(19) . . ?
F11B B1B F13B 108.1(19) . . ?
F12B B1B F13B 111(2) . . ?
F11B B1B F14B 110.9(19) . . ?
F12B B1B F14B 107.0(18) . . ?
F13B B1B F14B 110(2) . . ?
F21 B2 F23 116.5(8) . . ?
F21 B2 F22 112.0(8) . . ?
F23 B2 F22 110.2(7) . . ?
F21 B2 F24 105.9(7) . . ?
F23 B2 F24 105.7(7) . . ?
F22 B2 F24 105.7(7) . . ?
F24B B2B F21B 112.9(19) . . ?
F24B B2B F23B 110.0(19) . . ?
F21B B2B F23B 107.7(18) . . ?
F24B B2B F22B 109.8(19) . . ?
F21B B2B F22B 106.4(18) . . ?
F23B B2B F22B 109.9(19) . . ?
N41 C41 C42 176.5(12) . . ?
N43 C43 C44 178.5(10) . . ?
_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full 25.14
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max 0.690
_refine_diff_density_min -0.809
_refine_diff_density_rms 0.076
#===============================================================