# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
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data_bbib
_database_code_depnum_ccdc_archive 'CCDC 1846912'
_audit_update_record
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date 2018-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number 2017/1
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C20 H14 N4'
_chemical_formula_sum 'C20 H14 N4'
_chemical_formula_weight 310.35
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.2852(5)
_cell_length_b 9.4826(5)
_cell_length_c 18.6899(9)
_cell_angle_alpha 94.9130(10)
_cell_angle_beta 91.4460(10)
_cell_angle_gamma 112.4880(10)
_cell_volume 1511.88(14)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9948
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 27.43
_cell_measurement_theta_min 2.87
_shelx_estimated_absorpt_T_max 0.971
_shelx_estimated_absorpt_T_min 0.961
_exptl_absorpt_coefficient_mu 0.084
_exptl_absorpt_correction_T_max 0.9712
_exptl_absorpt_correction_T_min 0.9608
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_absorpt_special_details ?
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.363
_exptl_crystal_density_meas .
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 648
_exptl_crystal_size_max 0.48
_exptl_crystal_size_mid 0.4
_exptl_crystal_size_min 0.35
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0203
_diffrn_reflns_av_unetI/netI 0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 22
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_number 16173
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full 25.009
_diffrn_reflns_theta_max 25.009
_diffrn_reflns_theta_min 2.869
_diffrn_ambient_temperature 298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 4411
_reflns_number_total 5297
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max 0.147
_refine_diff_density_min -0.148
_refine_diff_density_rms 0.030
_refine_ls_extinction_coef 0.057(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method 'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref 1.038
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 434
_refine_ls_number_reflns 5297
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0465
_refine_ls_R_factor_gt 0.0355
_refine_ls_restrained_S_all 1.038
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0338P)^2^+0.4969P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0807
_refine_ls_wR_factor_ref 0.0876
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
C13(H13), C6(H6), C9(H9), C1(H1), C11(H11), C3(H3), C14(H14), C10(H10),
C5(H5), C4(H4), C16(H16), C19(H19), C17(H17), C18(H18), C33(H33), C26(H26),
C29(H29), C21(H21), C30(H30), C31(H31), C24(H24), C39(H39), C25(H25), C23(H23),
C34(H34), C36(H36), C37(H37), C38(H38)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N3 N -0.14714(13) 0.63487(13) 0.38137(6) 0.0316(3) Uani 1 1 d . . . . .
N2 N 0.22132(13) 0.38931(13) 0.35659(6) 0.0302(3) Uani 1 1 d . . . . .
N1 N 0.27294(14) 0.25500(14) 0.26331(6) 0.0368(3) Uani 1 1 d . . . . .
C13 C 0.03820(16) 0.51346(16) 0.36970(7) 0.0304(3) Uani 1 1 d . . . . .
H13 H -0.023276 0.448661 0.330849 0.036 Uiso 1 1 calc R . . . .
C8 C 0.17488(16) 0.50124(15) 0.39327(8) 0.0298(3) Uani 1 1 d . . . . .
C7 C 0.27719(15) 0.28932(15) 0.38609(7) 0.0281(3) Uani 1 1 d . . . . .
N4 N -0.40006(15) 0.55594(15) 0.34529(7) 0.0425(3) Uani 1 1 d . . . . .
C6 C 0.29805(17) 0.26102(17) 0.45624(8) 0.0356(3) Uani 1 1 d . . . . .
H6 H 0.276051 0.316002 0.495095 0.043 Uiso 1 1 calc R . . . .
C12 C -0.00542(16) 0.62376(16) 0.40492(8) 0.0304(3) Uani 1 1 d . . . . .
C9 C 0.26749(17) 0.59774(16) 0.45071(8) 0.0362(3) Uani 1 1 d . . . . .
H9 H 0.360390 0.590190 0.465569 0.043 Uiso 1 1 calc R . . . .
C1 C 0.22351(17) 0.36199(17) 0.28380(8) 0.0353(3) Uani 1 1 d . . . . .
H1 H 0.192137 0.415649 0.251517 0.042 Uiso 1 1 calc R . . . .
C2 C 0.30792(15) 0.20691(16) 0.32731(7) 0.0300(3) Uani 1 1 d . . . . .
C20 C -0.32830(16) 0.71413(17) 0.34428(8) 0.0335(3) Uani 1 1 d . . . . .
C11 C 0.08397(17) 0.71919(17) 0.46321(8) 0.0365(3) Uani 1 1 d . . . . .
H11 H 0.052731 0.791905 0.487049 0.044 Uiso 1 1 calc R . . . .
C15 C -0.17098(16) 0.76602(16) 0.36707(7) 0.0301(3) Uani 1 1 d . . . . .
C3 C 0.36632(17) 0.09457(17) 0.33809(8) 0.0359(3) Uani 1 1 d . . . . .
H3 H 0.390021 0.040380 0.299461 0.043 Uiso 1 1 calc R . . . .
C14 C -0.28848(17) 0.51585(17) 0.36700(8) 0.0394(4) Uani 1 1 d . . . . .
H14 H -0.303600 0.414623 0.372300 0.047 Uiso 1 1 calc R . . . .
C10 C 0.22027(18) 0.70535(17) 0.48569(9) 0.0394(4) Uani 1 1 d . . . . .
H10 H 0.281037 0.769371 0.524898 0.047 Uiso 1 1 calc R . . . .
C5 C 0.35286(18) 0.14772(18) 0.46575(8) 0.0398(4) Uani 1 1 d . . . . .
H5 H 0.367049 0.124675 0.512117 0.048 Uiso 1 1 calc R . . . .
C4 C 0.38769(17) 0.06655(17) 0.40756(9) 0.0395(4) Uani 1 1 d . . . . .
H4 H 0.426215 -0.008148 0.416023 0.047 Uiso 1 1 calc R . . . .
C16 C -0.07154(18) 0.91895(18) 0.37046(9) 0.0418(4) Uani 1 1 d . . . . .
H16 H 0.033455 0.952455 0.385569 0.050 Uiso 1 1 calc R . . . .
C19 C -0.39104(19) 0.8178(2) 0.32409(9) 0.0437(4) Uani 1 1 d . . . . .
H19 H -0.495925 0.785206 0.308947 0.052 Uiso 1 1 calc R . . . .
C17 C -0.1370(2) 1.0185(2) 0.35021(10) 0.0505(4) Uani 1 1 d . . . . .
H17 H -0.074356 1.122357 0.351941 0.061 Uiso 1 1 calc R . . . .
C18 C -0.2936(2) 0.9689(2) 0.32725(10) 0.0504(4) Uani 1 1 d . . . . .
H18 H -0.332833 1.040116 0.313750 0.060 Uiso 1 1 calc R . . . .
N6 N 0.59658(13) 0.28803(13) 0.13969(6) 0.0299(3) Uani 1 1 d . . . . .
N7 N 0.34942(13) 0.65209(13) 0.12373(6) 0.0333(3) Uani 1 1 d . . . . .
N5 N 0.73421(15) 0.25727(14) 0.23300(7) 0.0381(3) Uani 1 1 d . . . . .
C33 C 0.47289(16) 0.46912(16) 0.13064(7) 0.0305(3) Uani 1 1 d . . . . .
H33 H 0.533020 0.527697 0.171221 0.037 Uiso 1 1 calc R . . . .
C32 C 0.36678(16) 0.51458(16) 0.09632(8) 0.0311(3) Uani 1 1 d . . . . .
N8 N 0.41595(15) 0.90094(15) 0.16175(8) 0.0467(4) Uani 1 1 d . . . . .
C28 C 0.48872(15) 0.33536(15) 0.10393(7) 0.0287(3) Uani 1 1 d . . . . .
C27 C 0.69774(15) 0.22571(15) 0.11017(7) 0.0284(3) Uani 1 1 d . . . . .
C26 C 0.72860(17) 0.19268(17) 0.04006(8) 0.0364(3) Uani 1 1 d . . . . .
H26 H 0.673476 0.207177 0.001039 0.044 Uiso 1 1 calc R . . . .
C29 C 0.39826(17) 0.24719(17) 0.04429(8) 0.0363(3) Uani 1 1 d . . . . .
H29 H 0.407395 0.156196 0.027089 0.044 Uiso 1 1 calc R . . . .
C21 C 0.62564(17) 0.30248(17) 0.21251(8) 0.0348(3) Uani 1 1 d . . . . .
H21 H 0.572085 0.341467 0.244760 0.042 Uiso 1 1 calc R . . . .
C22 C 0.78123(16) 0.20666(15) 0.16923(8) 0.0317(3) Uani 1 1 d . . . . .
C30 C 0.29384(18) 0.29560(18) 0.01037(8) 0.0402(4) Uani 1 1 d . . . . .
H30 H 0.233534 0.236991 -0.030172 0.048 Uiso 1 1 calc R . . . .
C40 C 0.21054(16) 0.67082(16) 0.13589(8) 0.0322(3) Uani 1 1 d . . . . .
C31 C 0.27771(17) 0.42905(17) 0.03561(8) 0.0377(4) Uani 1 1 d . . . . .
H31 H 0.207917 0.461250 0.012182 0.045 Uiso 1 1 calc R . . . .
C24 C 0.92566(19) 0.11358(18) 0.08914(9) 0.0433(4) Uani 1 1 d . . . . .
H24 H 1.001895 0.073982 0.080871 0.052 Uiso 1 1 calc R . . . .
C39 C 0.05636(18) 0.56874(18) 0.12971(9) 0.0443(4) Uani 1 1 d . . . . .
H39 H 0.028090 0.465555 0.113738 0.053 Uiso 1 1 calc R . . . .
C35 C 0.25479(17) 0.82572(17) 0.15966(8) 0.0359(3) Uani 1 1 d . . . . .
C25 C 0.84471(19) 0.13736(19) 0.03079(9) 0.0434(4) Uani 1 1 d . . . . .
H25 H 0.869658 0.115334 -0.015590 0.052 Uiso 1 1 calc R . . . .
C23 C 0.89551(18) 0.14725(17) 0.15854(9) 0.0392(4) Uani 1 1 d . . . . .
H23 H 0.949872 0.130836 0.197309 0.047 Uiso 1 1 calc R . . . .
C34 C 0.46531(18) 0.79448(18) 0.14069(9) 0.0423(4) Uani 1 1 d . . . . .
H34 H 0.570677 0.813125 0.137352 0.051 Uiso 1 1 calc R . . . .
C36 C 0.1420(2) 0.88366(19) 0.17759(9) 0.0454(4) Uani 1 1 d . . . . .
H36 H 0.169358 0.987168 0.192579 0.054 Uiso 1 1 calc R . . . .
C37 C -0.0110(2) 0.7826(2) 0.17236(10) 0.0504(4) Uani 1 1 d . . . . .
H37 H -0.088506 0.817898 0.185033 0.060 Uiso 1 1 calc R . . . .
C38 C -0.0527(2) 0.6281(2) 0.14846(11) 0.0535(5) Uani 1 1 d . . . . .
H38 H -0.157753 0.563174 0.145086 0.064 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
N3 0.0291(6) 0.0302(6) 0.0385(7) -0.0007(5) -0.0017(5) 0.0158(5)
N2 0.0294(6) 0.0333(6) 0.0325(7) 0.0027(5) 0.0015(5) 0.0175(5)
N1 0.0395(7) 0.0420(7) 0.0330(7) 0.0017(5) 0.0004(5) 0.0209(6)
C13 0.0295(7) 0.0309(7) 0.0314(8) 0.0004(6) -0.0020(6) 0.0133(6)
C8 0.0294(7) 0.0273(7) 0.0356(8) 0.0050(6) 0.0035(6) 0.0136(6)
C7 0.0223(7) 0.0283(7) 0.0354(8) 0.0042(6) 0.0021(5) 0.0116(6)
N4 0.0357(7) 0.0381(8) 0.0527(8) -0.0029(6) -0.0090(6) 0.0156(6)
C6 0.0382(8) 0.0398(8) 0.0331(8) 0.0035(6) 0.0055(6) 0.0197(7)
C12 0.0293(7) 0.0309(8) 0.0349(8) 0.0042(6) 0.0001(6) 0.0159(6)
C9 0.0299(8) 0.0343(8) 0.0457(9) 0.0025(7) -0.0060(6) 0.0149(7)
C1 0.0367(8) 0.0399(8) 0.0337(8) 0.0060(6) 0.0004(6) 0.0193(7)
C2 0.0245(7) 0.0311(7) 0.0340(8) 0.0018(6) 0.0020(6) 0.0107(6)
C20 0.0331(8) 0.0392(8) 0.0323(8) 0.0026(6) 0.0017(6) 0.0187(7)
C11 0.0406(8) 0.0320(8) 0.0405(9) -0.0019(6) -0.0019(7) 0.0197(7)
C15 0.0316(7) 0.0344(8) 0.0308(8) 0.0053(6) 0.0050(6) 0.0193(6)
C3 0.0331(8) 0.0356(8) 0.0425(9) -0.0015(6) 0.0028(6) 0.0180(7)
C14 0.0382(8) 0.0302(8) 0.0494(10) -0.0033(7) -0.0069(7) 0.0151(7)
C10 0.0397(8) 0.0337(8) 0.0429(9) -0.0043(7) -0.0107(7) 0.0148(7)
C5 0.0428(9) 0.0443(9) 0.0380(9) 0.0101(7) 0.0009(7) 0.0219(7)
C4 0.0369(8) 0.0366(8) 0.0516(10) 0.0067(7) 0.0001(7) 0.0211(7)
C16 0.0327(8) 0.0397(9) 0.0549(10) 0.0125(7) 0.0055(7) 0.0144(7)
C19 0.0381(9) 0.0573(11) 0.0461(10) 0.0123(8) 0.0016(7) 0.0286(8)
C17 0.0486(10) 0.0390(9) 0.0694(12) 0.0221(8) 0.0127(8) 0.0189(8)
C18 0.0539(11) 0.0535(11) 0.0612(11) 0.0263(9) 0.0120(8) 0.0353(9)
N6 0.0319(6) 0.0310(6) 0.0305(6) 0.0038(5) 0.0030(5) 0.0163(5)
N7 0.0319(7) 0.0306(7) 0.0397(7) 0.0015(5) -0.0009(5) 0.0153(5)
N5 0.0457(8) 0.0397(7) 0.0341(7) 0.0054(5) 0.0011(6) 0.0219(6)
C33 0.0304(7) 0.0314(8) 0.0295(8) 0.0023(6) 0.0009(6) 0.0120(6)
C32 0.0313(7) 0.0304(7) 0.0343(8) 0.0041(6) 0.0046(6) 0.0149(6)
N8 0.0404(8) 0.0357(7) 0.0607(9) -0.0085(6) -0.0088(6) 0.0146(6)
C28 0.0262(7) 0.0294(7) 0.0329(8) 0.0058(6) 0.0052(6) 0.0128(6)
C27 0.0282(7) 0.0233(7) 0.0355(8) 0.0032(6) 0.0029(6) 0.0117(6)
C26 0.0405(8) 0.0392(8) 0.0343(8) 0.0031(6) 0.0020(6) 0.0207(7)
C29 0.0331(8) 0.0323(8) 0.0436(9) -0.0048(7) 0.0000(6) 0.0147(7)
C21 0.0411(8) 0.0373(8) 0.0304(8) 0.0040(6) 0.0057(6) 0.0196(7)
C22 0.0340(8) 0.0263(7) 0.0355(8) 0.0044(6) 0.0009(6) 0.0123(6)
C30 0.0354(8) 0.0443(9) 0.0394(9) -0.0082(7) -0.0075(7) 0.0171(7)
C40 0.0355(8) 0.0322(8) 0.0336(8) 0.0049(6) 0.0018(6) 0.0180(7)
C31 0.0349(8) 0.0424(9) 0.0398(9) 0.0015(7) -0.0038(6) 0.0203(7)
C24 0.0404(9) 0.0412(9) 0.0569(11) 0.0026(7) 0.0059(7) 0.0256(8)
C39 0.0388(9) 0.0294(8) 0.0643(11) 0.0033(7) 0.0070(8) 0.0127(7)
C35 0.0391(8) 0.0334(8) 0.0364(8) -0.0018(6) -0.0062(6) 0.0171(7)
C25 0.0470(9) 0.0458(9) 0.0427(9) -0.0014(7) 0.0079(7) 0.0246(8)
C23 0.0390(8) 0.0358(8) 0.0473(9) 0.0053(7) -0.0046(7) 0.0197(7)
C34 0.0328(8) 0.0394(9) 0.0522(10) -0.0030(7) -0.0068(7) 0.0136(7)
C36 0.0536(10) 0.0391(9) 0.0483(10) -0.0083(7) -0.0078(8) 0.0267(8)
C37 0.0472(10) 0.0534(11) 0.0607(11) -0.0026(8) 0.0039(8) 0.0323(9)
C38 0.0355(9) 0.0466(10) 0.0778(13) 0.0029(9) 0.0087(8) 0.0155(8)
_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
N3 C12 1.4217(17) . ?
N3 C15 1.3898(17) . ?
N3 C14 1.3658(19) . ?
N2 C8 1.4222(17) . ?
N2 C7 1.3870(17) . ?
N2 C1 1.3651(18) . ?
N1 C1 1.2981(18) . ?
N1 C2 1.3897(18) . ?
C13 H13 0.9300 . ?
C13 C8 1.3825(19) . ?
C13 C12 1.3824(19) . ?
C8 C9 1.383(2) . ?
C7 C6 1.384(2) . ?
C7 C2 1.3923(19) . ?
N4 C20 1.3912(19) . ?
N4 C14 1.2995(19) . ?
C6 H6 0.9300 . ?
C6 C5 1.375(2) . ?
C12 C11 1.381(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.380(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.3937(19) . ?
C20 C15 1.3930(19) . ?
C20 C19 1.392(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.380(2) . ?
C15 C16 1.384(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(2) . ?
C14 H14 0.9300 . ?
C10 H10 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.394(2) . ?
C4 H4 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.375(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.367(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(2) . ?
C18 H18 0.9300 . ?
N6 C28 1.4185(17) . ?
N6 C27 1.3896(17) . ?
N6 C21 1.3657(18) . ?
N7 C32 1.4280(17) . ?
N7 C40 1.3889(18) . ?
N7 C34 1.3709(19) . ?
N5 C21 1.2984(18) . ?
N5 C22 1.3892(18) . ?
C33 H33 0.9300 . ?
C33 C32 1.3814(19) . ?
C33 C28 1.3847(19) . ?
C32 C31 1.382(2) . ?
N8 C35 1.388(2) . ?
N8 C34 1.296(2) . ?
C28 C29 1.380(2) . ?
C27 C26 1.384(2) . ?
C27 C22 1.3965(19) . ?
C26 H26 0.9300 . ?
C26 C25 1.376(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.383(2) . ?
C21 H21 0.9300 . ?
C22 C23 1.390(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.376(2) . ?
C40 C39 1.383(2) . ?
C40 C35 1.393(2) . ?
C31 H31 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.391(2) . ?
C24 C23 1.371(2) . ?
C39 H39 0.9300 . ?
C39 C38 1.374(2) . ?
C35 C36 1.392(2) . ?
C25 H25 0.9300 . ?
C23 H23 0.9300 . ?
C34 H34 0.9300 . ?
C36 H36 0.9300 . ?
C36 C37 1.372(2) . ?
C37 H37 0.9300 . ?
C37 C38 1.393(2) . ?
C38 H38 0.9300 . ?
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 N3 C12 127.86(12) . . ?
C14 N3 C12 126.23(12) . . ?
C14 N3 C15 105.90(11) . . ?
C7 N2 C8 128.07(12) . . ?
C1 N2 C8 126.09(11) . . ?
C1 N2 C7 105.81(11) . . ?
C1 N1 C2 104.05(12) . . ?
C8 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C8 118.79(13) . . ?
C13 C8 N2 118.99(12) . . ?
C13 C8 C9 120.99(13) . . ?
C9 C8 N2 120.01(12) . . ?
N2 C7 C2 105.00(12) . . ?
C6 C7 N2 132.65(13) . . ?
C6 C7 C2 122.31(13) . . ?
C14 N4 C20 104.22(12) . . ?
C7 C6 H6 121.6 . . ?
C5 C6 C7 116.81(13) . . ?
C5 C6 H6 121.6 . . ?
C13 C12 N3 118.81(12) . . ?
C11 C12 N3 120.11(12) . . ?
C11 C12 C13 121.06(13) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.14(13) . . ?
C10 C9 H9 120.4 . . ?
N2 C1 H1 122.7 . . ?
N1 C1 N2 114.54(13) . . ?
N1 C1 H1 122.7 . . ?
N1 C2 C7 110.60(12) . . ?
N1 C2 C3 129.38(13) . . ?
C7 C2 C3 120.02(13) . . ?
N4 C20 C15 110.52(12) . . ?
N4 C20 C19 129.55(14) . . ?
C19 C20 C15 119.92(14) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 C12 119.18(13) . . ?
C10 C11 H11 120.4 . . ?
N3 C15 C20 104.98(12) . . ?
C16 C15 N3 132.46(13) . . ?
C16 C15 C20 122.55(13) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 C2 117.83(14) . . ?
C4 C3 H3 121.1 . . ?
N3 C14 H14 122.8 . . ?
N4 C14 N3 114.37(13) . . ?
N4 C14 H14 122.8 . . ?
C9 C10 C11 120.83(14) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C6 C5 H5 119.2 . . ?
C6 C5 C4 121.61(14) . . ?
C4 C5 H5 119.2 . . ?
C3 C4 C5 121.38(14) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C15 C16 H16 121.9 . . ?
C17 C16 C15 116.15(15) . . ?
C17 C16 H16 121.9 . . ?
C20 C19 H19 121.1 . . ?
C18 C19 C20 117.86(14) . . ?
C18 C19 H19 121.1 . . ?
C16 C17 H17 118.9 . . ?
C16 C17 C18 122.17(16) . . ?
C18 C17 H17 118.9 . . ?
C19 C18 C17 121.35(15) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C27 N6 C28 128.81(12) . . ?
C21 N6 C28 125.23(12) . . ?
C21 N6 C27 105.89(11) . . ?
C40 N7 C32 127.03(12) . . ?
C34 N7 C32 127.39(12) . . ?
C34 N7 C40 105.53(12) . . ?
C21 N5 C22 104.26(12) . . ?
C32 C33 H33 120.4 . . ?
C32 C33 C28 119.27(13) . . ?
C28 C33 H33 120.4 . . ?
C33 C32 N7 119.56(12) . . ?
C33 C32 C31 120.85(13) . . ?
C31 C32 N7 119.59(12) . . ?
C34 N8 C35 104.33(13) . . ?
C33 C28 N6 119.18(12) . . ?
C29 C28 N6 120.30(12) . . ?
C29 C28 C33 120.50(12) . . ?
N6 C27 C22 104.87(12) . . ?
C26 C27 N6 132.89(13) . . ?
C26 C27 C22 122.15(13) . . ?
C27 C26 H26 121.6 . . ?
C25 C26 C27 116.86(14) . . ?
C25 C26 H26 121.6 . . ?
C28 C29 H29 120.4 . . ?
C28 C29 C30 119.26(13) . . ?
C30 C29 H29 120.4 . . ?
N6 C21 H21 122.8 . . ?
N5 C21 N6 114.46(13) . . ?
N5 C21 H21 122.8 . . ?
N5 C22 C27 110.52(12) . . ?
N5 C22 C23 129.53(13) . . ?
C23 C22 C27 119.94(13) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 C29 121.07(14) . . ?
C31 C30 H30 119.5 . . ?
N7 C40 C35 105.14(12) . . ?
C39 C40 N7 132.30(13) . . ?
C39 C40 C35 122.54(13) . . ?
C32 C31 H31 120.5 . . ?
C30 C31 C32 119.02(13) . . ?
C30 C31 H31 120.5 . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.44(14) . . ?
C40 C39 H39 121.8 . . ?
C38 C39 C40 116.32(15) . . ?
C38 C39 H39 121.8 . . ?
N8 C35 C40 110.53(13) . . ?
N8 C35 C36 129.36(14) . . ?
C36 C35 C40 120.11(14) . . ?
C26 C25 C24 121.59(15) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C22 C23 H23 121.0 . . ?
C24 C23 C22 117.99(14) . . ?
C24 C23 H23 121.0 . . ?
N7 C34 H34 122.8 . . ?
N8 C34 N7 114.47(14) . . ?
N8 C34 H34 122.8 . . ?
C35 C36 H36 121.2 . . ?
C37 C36 C35 117.60(15) . . ?
C37 C36 H36 121.2 . . ?
C36 C37 H37 119.3 . . ?
C36 C37 C38 121.34(15) . . ?
C38 C37 H37 119.3 . . ?
C39 C38 C37 122.07(16) . . ?
C39 C38 H38 119.0 . . ?
C37 C38 H38 119.0 . . ?
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
N3 C12 C11 C10 179.28(14) . . . . ?
N3 C15 C16 C17 178.40(15) . . . . ?
N2 C8 C9 C10 -179.87(13) . . . . ?
N2 C7 C6 C5 177.98(14) . . . . ?
N2 C7 C2 N1 0.32(15) . . . . ?
N2 C7 C2 C3 -179.92(12) . . . . ?
N1 C2 C3 C4 -178.59(14) . . . . ?
C13 C8 C9 C10 1.4(2) . . . . ?
C13 C12 C11 C10 1.1(2) . . . . ?
C8 N2 C7 C6 3.5(2) . . . . ?
C8 N2 C7 C2 -178.88(12) . . . . ?
C8 N2 C1 N1 179.01(13) . . . . ?
C8 C13 C12 N3 -179.08(12) . . . . ?
C8 C13 C12 C11 -0.8(2) . . . . ?
C8 C9 C10 C11 -1.2(2) . . . . ?
C7 N2 C8 C13 -135.35(14) . . . . ?
C7 N2 C8 C9 45.9(2) . . . . ?
C7 N2 C1 N1 0.63(17) . . . . ?
C7 C6 C5 C4 0.8(2) . . . . ?
C7 C2 C3 C4 1.7(2) . . . . ?
N4 C20 C15 N3 0.71(16) . . . . ?
N4 C20 C15 C16 179.28(14) . . . . ?
N4 C20 C19 C18 -179.15(16) . . . . ?
C6 C7 C2 N1 178.22(13) . . . . ?
C6 C7 C2 C3 -2.0(2) . . . . ?
C6 C5 C4 C3 -1.1(2) . . . . ?
C12 N3 C15 C20 178.65(13) . . . . ?
C12 N3 C15 C16 0.3(3) . . . . ?
C12 N3 C14 N4 -179.16(13) . . . . ?
C12 C13 C8 N2 -179.16(12) . . . . ?
C12 C13 C8 C9 -0.4(2) . . . . ?
C12 C11 C10 C9 -0.1(2) . . . . ?
C1 N2 C8 C13 46.6(2) . . . . ?
C1 N2 C8 C9 -132.15(15) . . . . ?
C1 N2 C7 C6 -178.13(15) . . . . ?
C1 N2 C7 C2 -0.54(14) . . . . ?
C1 N1 C2 C7 0.04(16) . . . . ?
C1 N1 C2 C3 -179.69(15) . . . . ?
C2 N1 C1 N2 -0.42(17) . . . . ?
C2 C7 C6 C5 0.7(2) . . . . ?
C2 C3 C4 C5 -0.2(2) . . . . ?
C20 N4 C14 N3 0.57(18) . . . . ?
C20 C15 C16 C17 0.3(2) . . . . ?
C20 C19 C18 C17 -0.4(3) . . . . ?
C15 N3 C12 C13 -131.59(15) . . . . ?
C15 N3 C12 C11 50.2(2) . . . . ?
C15 N3 C14 N4 -0.14(18) . . . . ?
C15 C20 C19 C18 0.3(2) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C14 N3 C12 C13 47.2(2) . . . . ?
C14 N3 C12 C11 -131.04(16) . . . . ?
C14 N3 C15 C20 -0.35(15) . . . . ?
C14 N3 C15 C16 -178.72(16) . . . . ?
C14 N4 C20 C15 -0.78(17) . . . . ?
C14 N4 C20 C19 178.70(16) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C19 C20 C15 N3 -178.83(13) . . . . ?
C19 C20 C15 C16 -0.3(2) . . . . ?
N6 C28 C29 C30 179.95(13) . . . . ?
N6 C27 C26 C25 176.73(15) . . . . ?
N6 C27 C22 N5 -0.66(15) . . . . ?
N6 C27 C22 C23 -179.29(13) . . . . ?
N7 C32 C31 C30 -179.04(14) . . . . ?
N7 C40 C39 C38 178.28(16) . . . . ?
N7 C40 C35 N8 0.36(17) . . . . ?
N7 C40 C35 C36 -179.39(14) . . . . ?
N5 C22 C23 C24 -176.30(15) . . . . ?
C33 C32 C31 C30 1.3(2) . . . . ?
C33 C28 C29 C30 1.5(2) . . . . ?
C32 N7 C40 C39 3.9(3) . . . . ?
C32 N7 C40 C35 -177.58(13) . . . . ?
C32 N7 C34 N8 177.19(14) . . . . ?
C32 C33 C28 N6 -179.35(12) . . . . ?
C32 C33 C28 C29 -0.8(2) . . . . ?
N8 C35 C36 C37 -178.34(16) . . . . ?
C28 N6 C27 C26 1.3(2) . . . . ?
C28 N6 C27 C22 177.54(13) . . . . ?
C28 N6 C21 N5 -177.12(13) . . . . ?
C28 C33 C32 N7 179.76(12) . . . . ?
C28 C33 C32 C31 -0.5(2) . . . . ?
C28 C29 C30 C31 -0.7(2) . . . . ?
C27 N6 C28 C33 -139.32(14) . . . . ?
C27 N6 C28 C29 42.2(2) . . . . ?
C27 N6 C21 N5 0.31(17) . . . . ?
C27 C26 C25 C24 0.9(2) . . . . ?
C27 C22 C23 C24 2.0(2) . . . . ?
C26 C27 C22 N5 176.11(13) . . . . ?
C26 C27 C22 C23 -2.5(2) . . . . ?
C29 C30 C31 C32 -0.6(2) . . . . ?
C21 N6 C28 C33 37.51(19) . . . . ?
C21 N6 C28 C29 -141.00(15) . . . . ?
C21 N6 C27 C26 -176.04(15) . . . . ?
C21 N6 C27 C22 0.23(14) . . . . ?
C21 N5 C22 C27 0.83(16) . . . . ?
C21 N5 C22 C23 179.29(15) . . . . ?
C22 N5 C21 N6 -0.70(17) . . . . ?
C22 C27 C26 C25 1.0(2) . . . . ?
C40 N7 C32 C33 -132.31(15) . . . . ?
C40 N7 C32 C31 48.0(2) . . . . ?
C40 N7 C34 N8 -0.34(18) . . . . ?
C40 C39 C38 C37 0.0(3) . . . . ?
C40 C35 C36 C37 1.4(2) . . . . ?
C39 C40 C35 N8 179.10(14) . . . . ?
C39 C40 C35 C36 -0.7(2) . . . . ?
C35 N8 C34 N7 0.55(19) . . . . ?
C35 C40 C39 C38 -0.1(2) . . . . ?
C35 C36 C37 C38 -1.4(3) . . . . ?
C25 C24 C23 C22 -0.2(2) . . . . ?
C23 C24 C25 C26 -1.4(3) . . . . ?
C34 N7 C32 C33 50.7(2) . . . . ?
C34 N7 C32 C31 -129.04(16) . . . . ?
C34 N7 C40 C39 -178.59(17) . . . . ?
C34 N7 C40 C35 -0.03(16) . . . . ?
C34 N8 C35 C40 -0.55(18) . . . . ?
C34 N8 C35 C36 179.17(17) . . . . ?
C36 C37 C38 C39 0.7(3) . . . . ?
_shelx_res_file
;
TITL 1 in P-1 New: P-1
1.res
created by SHELXL-2017/1 at 11:20:03 on 03-Jun-2018
CELL 0.71073 9.2852 9.4826 18.6899 94.913 91.446 112.488
ZERR 4 0.0005 0.0005 0.0009 0.001 0.001 0.001
LATT 1
SFAC C 2.310 20.844 1.02 10.208 1.589 0.569 0.865 51.651 0.216 0.003 0.002 =
11.5 0.68 12.01
SFAC H 0.493 10.511 0.323 26.126 0.14 3.142 0.041 57.8 0.003 0 0 0.624 =
0.35 1.008
SFAC N 12.213 0.006 3.132 9.893 2.013 28.997 1.166 0.583 -11.529 0.006 =
0.003 19.6 0.68 14.01
UNIT 80 56 16
L.S. 10
PLAN 40
SIZE 0.48 0.4 0.35
TEMP 25
BOND $H
CONF
fmap 2
acta
OMIT -3 50.02
REM
REM
REM
WGHT 0.033800 0.496900
EXTI 0.056972
FVAR 0.35004
N3 3 -0.147143 0.634870 0.381371 11.00000 0.02913 0.03016 =
0.03847 -0.00067 -0.00174 0.01584
N2 3 0.221319 0.389315 0.356590 11.00000 0.02944 0.03335 =
0.03253 0.00273 0.00152 0.01746
N1 3 0.272943 0.255000 0.263309 11.00000 0.03949 0.04202 =
0.03304 0.00169 0.00037 0.02087
C13 1 0.038200 0.513461 0.369696 11.00000 0.02954 0.03086 =
0.03142 0.00041 -0.00199 0.01329
AFIX 43
H13 2 -0.023276 0.448661 0.330849 11.00000 -1.20000
AFIX 0
C8 1 0.174878 0.501239 0.393272 11.00000 0.02940 0.02733 =
0.03559 0.00498 0.00354 0.01358
C7 1 0.277193 0.289320 0.386092 11.00000 0.02230 0.02833 =
0.03544 0.00425 0.00213 0.01158
N4 3 -0.400056 0.555936 0.345291 11.00000 0.03571 0.03815 =
0.05271 -0.00286 -0.00902 0.01558
C6 1 0.298051 0.261024 0.456244 11.00000 0.03816 0.03980 =
0.03307 0.00347 0.00546 0.01969
AFIX 43
H6 2 0.276051 0.316002 0.495095 11.00000 -1.20000
AFIX 0
C12 1 -0.005419 0.623761 0.404919 11.00000 0.02930 0.03085 =
0.03494 0.00420 0.00010 0.01589
C9 1 0.267487 0.597738 0.450712 11.00000 0.02987 0.03431 =
0.04574 0.00246 -0.00605 0.01487
AFIX 43
H9 2 0.360390 0.590190 0.465569 11.00000 -1.20000
AFIX 0
C1 1 0.223508 0.361989 0.283800 11.00000 0.03673 0.03989 =
0.03368 0.00602 0.00039 0.01929
AFIX 43
H1 2 0.192137 0.415649 0.251517 11.00000 -1.20000
AFIX 0
C2 1 0.307923 0.206908 0.327307 11.00000 0.02449 0.03113 =
0.03401 0.00181 0.00197 0.01071
C20 1 -0.328305 0.714129 0.344279 11.00000 0.03311 0.03920 =
0.03234 0.00260 0.00170 0.01874
C11 1 0.083967 0.719191 0.463215 11.00000 0.04062 0.03205 =
0.04046 -0.00186 -0.00192 0.01966
AFIX 43
H11 2 0.052731 0.791905 0.487049 11.00000 -1.20000
AFIX 0
C15 1 -0.170979 0.766019 0.367072 11.00000 0.03157 0.03444 =
0.03078 0.00529 0.00497 0.01934
C3 1 0.366317 0.094575 0.338094 11.00000 0.03310 0.03559 =
0.04246 -0.00152 0.00283 0.01804
AFIX 43
H3 2 0.390021 0.040380 0.299461 11.00000 -1.20000
AFIX 0
C14 1 -0.288478 0.515854 0.366998 11.00000 0.03818 0.03024 =
0.04936 -0.00334 -0.00692 0.01505
AFIX 43
H14 2 -0.303600 0.414623 0.372300 11.00000 -1.20000
AFIX 0
C10 1 0.220265 0.705351 0.485687 11.00000 0.03974 0.03371 =
0.04289 -0.00428 -0.01070 0.01481
AFIX 43
H10 2 0.281037 0.769371 0.524898 11.00000 -1.20000
AFIX 0
C5 1 0.352863 0.147723 0.465747 11.00000 0.04283 0.04426 =
0.03799 0.01006 0.00089 0.02189
AFIX 43
H5 2 0.367049 0.124675 0.512117 11.00000 -1.20000
AFIX 0
C4 1 0.387690 0.066552 0.407561 11.00000 0.03694 0.03657 =
0.05159 0.00673 0.00005 0.02111
AFIX 43
H4 2 0.426215 -0.008148 0.416023 11.00000 -1.20000
AFIX 0
C16 1 -0.071542 0.918952 0.370465 11.00000 0.03274 0.03970 =
0.05492 0.01250 0.00552 0.01441
AFIX 43
H16 2 0.033455 0.952455 0.385569 11.00000 -1.20000
AFIX 0
C19 1 -0.391044 0.817783 0.324093 11.00000 0.03811 0.05725 =
0.04614 0.01229 0.00161 0.02865
AFIX 43
H19 2 -0.495925 0.785206 0.308947 11.00000 -1.20000
AFIX 0
C17 1 -0.136982 1.018479 0.350210 11.00000 0.04863 0.03897 =
0.06937 0.02212 0.01266 0.01891
AFIX 43
H17 2 -0.074356 1.122357 0.351941 11.00000 -1.20000
AFIX 0
C18 1 -0.293553 0.968950 0.327249 11.00000 0.05386 0.05346 =
0.06124 0.02635 0.01205 0.03529
AFIX 43
H18 2 -0.332833 1.040116 0.313750 11.00000 -1.20000
AFIX 0
N6 3 0.596576 0.288035 0.139688 11.00000 0.03192 0.03105 =
0.03048 0.00376 0.00298 0.01629
N7 3 0.349419 0.652093 0.123731 11.00000 0.03193 0.03061 =
0.03974 0.00148 -0.00090 0.01532
N5 3 0.734211 0.257272 0.232996 11.00000 0.04570 0.03967 =
0.03414 0.00542 0.00113 0.02192
C33 1 0.472886 0.469118 0.130635 11.00000 0.03035 0.03144 =
0.02950 0.00234 0.00094 0.01197
AFIX 43
H33 2 0.533020 0.527697 0.171221 11.00000 -1.20000
AFIX 0
C32 1 0.366778 0.514584 0.096322 11.00000 0.03134 0.03045 =
0.03432 0.00410 0.00457 0.01487
N8 3 0.415949 0.900943 0.161748 11.00000 0.04040 0.03572 =
0.06067 -0.00852 -0.00876 0.01465
C28 1 0.488723 0.335365 0.103934 11.00000 0.02621 0.02940 =
0.03289 0.00579 0.00517 0.01276
C27 1 0.697739 0.225711 0.110165 11.00000 0.02815 0.02328 =
0.03547 0.00316 0.00293 0.01166
C26 1 0.728598 0.192679 0.040060 11.00000 0.04045 0.03918 =
0.03426 0.00309 0.00198 0.02069
AFIX 43
H26 2 0.673476 0.207177 0.001039 11.00000 -1.20000
AFIX 0
C29 1 0.398255 0.247186 0.044290 11.00000 0.03313 0.03232 =
0.04363 -0.00479 0.00001 0.01474
AFIX 43
H29 2 0.407395 0.156196 0.027089 11.00000 -1.20000
AFIX 0
C21 1 0.625639 0.302476 0.212509 11.00000 0.04112 0.03729 =
0.03039 0.00403 0.00572 0.01965
AFIX 43
H21 2 0.572085 0.341467 0.244760 11.00000 -1.20000
AFIX 0
C22 1 0.781227 0.206664 0.169230 11.00000 0.03399 0.02630 =
0.03548 0.00436 0.00094 0.01234
C30 1 0.293840 0.295597 0.010368 11.00000 0.03538 0.04433 =
0.03944 -0.00825 -0.00750 0.01711
AFIX 43
H30 2 0.233534 0.236991 -0.030172 11.00000 -1.20000
AFIX 0
C40 1 0.210545 0.670824 0.135895 11.00000 0.03555 0.03225 =
0.03357 0.00486 0.00177 0.01802
C31 1 0.277711 0.429053 0.035613 11.00000 0.03489 0.04244 =
0.03979 0.00153 -0.00382 0.02028
AFIX 43
H31 2 0.207917 0.461250 0.012182 11.00000 -1.20000
AFIX 0
C24 1 0.925659 0.113583 0.089138 11.00000 0.04042 0.04121 =
0.05686 0.00263 0.00588 0.02560
AFIX 43
H24 2 1.001895 0.073982 0.080871 11.00000 -1.20000
AFIX 0
C39 1 0.056357 0.568737 0.129711 11.00000 0.03875 0.02939 =
0.06429 0.00335 0.00701 0.01270
AFIX 43
H39 2 0.028090 0.465555 0.113738 11.00000 -1.20000
AFIX 0
C35 1 0.254785 0.825719 0.159658 11.00000 0.03908 0.03341 =
0.03642 -0.00178 -0.00623 0.01713
C25 1 0.844711 0.137356 0.030794 11.00000 0.04695 0.04578 =
0.04267 -0.00137 0.00786 0.02459
AFIX 43
H25 2 0.869658 0.115334 -0.015590 11.00000 -1.20000
AFIX 0
C23 1 0.895512 0.147248 0.158542 11.00000 0.03903 0.03580 =
0.04731 0.00530 -0.00458 0.01972
AFIX 43
H23 2 0.949872 0.130836 0.197309 11.00000 -1.20000
AFIX 0
C34 1 0.465314 0.794478 0.140688 11.00000 0.03279 0.03944 =
0.05221 -0.00296 -0.00684 0.01355
AFIX 43
H34 2 0.570677 0.813125 0.137352 11.00000 -1.20000
AFIX 0
C36 1 0.141979 0.883661 0.177592 11.00000 0.05357 0.03915 =
0.04829 -0.00831 -0.00784 0.02671
AFIX 43
H36 2 0.169358 0.987168 0.192579 11.00000 -1.20000
AFIX 0
C37 1 -0.011045 0.782574 0.172361 11.00000 0.04716 0.05336 =
0.06073 -0.00262 0.00393 0.03234
AFIX 43
H37 2 -0.088506 0.817898 0.185033 11.00000 -1.20000
AFIX 0
C38 1 -0.052742 0.628131 0.148459 11.00000 0.03553 0.04661 =
0.07781 0.00294 0.00867 0.01552
AFIX 43
H38 2 -0.157753 0.563174 0.145086 11.00000 -1.20000
AFIX 0
HKLF 4
REM 1 in P-1 New: P-1
REM R1 = 0.0355 for 4411 Fo > 4sig(Fo) and 0.0465 for all 5297 data
REM 434 parameters refined using 0 restraints
END
WGHT 0.0315 0.5065
REM Highest difference peak 0.147, deepest hole -0.148, 1-sigma level 0.030
Q1 1 0.2507 0.2013 0.3583 11.00000 0.05 0.15
Q2 1 0.1387 0.5499 0.3687 11.00000 0.05 0.15
Q3 1 0.3193 0.3056 0.4215 11.00000 0.05 0.14
Q4 1 0.0436 0.6080 0.3728 11.00000 0.05 0.14
Q5 1 -0.1977 0.5662 0.3408 11.00000 0.05 0.14
Q6 1 -0.3482 0.6315 0.3218 11.00000 0.05 0.14
Q7 1 0.3703 0.5029 0.0523 11.00000 0.05 0.14
Q8 1 -0.1484 0.8442 0.3967 11.00000 0.05 0.14
Q9 1 0.2902 0.4526 0.0875 11.00000 0.05 0.13
Q10 1 -0.2386 0.7362 0.3332 11.00000 0.05 0.13
Q11 1 0.7171 0.1705 0.1381 11.00000 0.05 0.13
Q12 1 0.1533 0.3355 0.3277 11.00000 0.05 0.13
Q13 1 0.0218 0.6049 0.1761 11.00000 0.05 0.13
Q14 1 -0.1120 0.8176 0.3477 11.00000 0.05 0.13
Q15 1 -0.2717 0.7485 0.3788 11.00000 0.05 0.13
Q16 1 0.2288 0.7305 0.1707 11.00000 0.05 0.13
Q17 1 0.0710 0.7051 0.4100 11.00000 0.05 0.13
Q18 1 0.2601 0.6462 0.1324 11.00000 0.05 0.13
Q19 1 0.5175 0.4261 0.1009 11.00000 0.05 0.13
Q20 1 0.3818 0.2042 0.3321 11.00000 0.05 0.13
Q21 1 0.2259 0.7524 0.1295 11.00000 0.05 0.13
Q22 1 0.6326 0.2439 0.1183 11.00000 0.05 0.13
Q23 1 0.3711 0.4557 0.1282 11.00000 0.05 0.12
Q24 1 0.3797 0.1196 0.0486 11.00000 0.05 0.12
Q25 1 0.3379 0.2852 0.3587 11.00000 0.05 0.12
Q26 1 0.3030 0.2358 0.0454 11.00000 0.05 0.12
Q27 1 0.1919 0.4451 0.3771 11.00000 0.05 0.12
Q28 1 0.2417 0.3283 0.0465 11.00000 0.05 0.12
Q29 1 0.1405 0.6292 0.1173 11.00000 0.05 0.12
Q30 1 0.3526 0.5770 0.1121 11.00000 0.05 0.12
Q31 1 0.0702 0.8460 0.1509 11.00000 0.05 0.12
Q32 1 0.2577 0.3447 0.3776 11.00000 0.05 0.12
Q33 1 0.4519 0.3811 0.1271 11.00000 0.05 0.12
Q34 1 0.2706 0.1998 0.2971 11.00000 0.05 0.12
Q35 1 0.6570 0.1638 0.0783 11.00000 0.05 0.12
Q36 1 0.8765 0.2347 0.1638 11.00000 0.05 0.12
Q37 1 0.1464 0.6152 0.1647 11.00000 0.05 0.12
Q38 1 0.5617 0.3150 0.1261 11.00000 0.05 0.12
Q39 1 -0.0716 0.6326 0.3932 11.00000 0.05 0.11
Q40 1 0.4872 0.0217 0.4395 11.00000 0.05 0.11
;
_shelx_res_checksum 28816
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_3
_database_code_depnum_ccdc_archive 'CCDC 1846916'
_audit_update_record
;
2018-08-17 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C28 H18 Cd N4 O4'
_chemical_formula_weight 586.87
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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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 10.409(2)
_cell_length_b 11.604(2)
_cell_length_c 12.093(2)
_cell_angle_alpha 62.633(4)
_cell_angle_beta 72.031(4)
_cell_angle_gamma 66.239(4)
_cell_volume 1173.5(4)
_cell_formula_units_Z 2
_cell_measurement_temperature 303(2)
_cell_measurement_reflns_used 9843
_cell_measurement_theta_min 3.33
_cell_measurement_theta_max 27.70
_exptl_crystal_description block
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.25
_exptl_crystal_size_min 0.23
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.661
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 588
_exptl_absorpt_coefficient_mu 0.975
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.7585
_exptl_absorpt_correction_T_max 0.8068
_exptl_absorpt_process_details SADABS
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 303(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 D8 QUEST'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 19888
_diffrn_reflns_av_R_equivalents 0.0229
_diffrn_reflns_av_sigmaI/netI 0.0160
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_theta_min 3.10
_diffrn_reflns_theta_max 25.01
_reflns_number_total 4125
_reflns_number_gt 3969
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker APEX2'
_computing_cell_refinement 'Bruker APEX2'
_computing_data_reduction 'Bruker APEX2'
_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^)+(0.0364P)^2^+4.0520P] 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 4125
_refine_ls_number_parameters 334
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0281
_refine_ls_R_factor_gt 0.0267
_refine_ls_wR_factor_ref 0.0848
_refine_ls_wR_factor_gt 0.0837
_refine_ls_goodness_of_fit_ref 1.015
_refine_ls_restrained_S_all 1.015
_refine_ls_shift/su_max 0.004
_refine_ls_shift/su_mean 0.001
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
C27 C 0.8748(4) 0.8250(4) 0.2063(3) 0.0303(8) Uani 1 1 d . . .
Cd1 Cd 0.65580(2) 0.38205(2) 0.11214(2) 0.02246(10) Uani 1 1 d . . .
O2 O 0.8812(3) 0.3994(3) 0.1072(2) 0.0326(6) Uani 1 1 d . . .
O4 O 1.4920(3) 0.2790(3) 0.2229(3) 0.0358(6) Uani 1 1 d . . .
O1 O 0.8179(3) 0.2253(3) 0.2634(3) 0.0386(7) Uani 1 1 d . . .
N1 N 0.7839(3) 0.2657(3) -0.0185(3) 0.0266(6) Uani 1 1 d . . .
C8 C 1.3822(4) 0.3288(3) 0.1718(3) 0.0257(7) Uani 1 1 d . . .
C3 C 1.0467(4) 0.1530(4) 0.3834(3) 0.0299(8) Uani 1 1 d . . .
H3 H 0.9752 0.1128 0.4288 0.036 Uiso 1 1 calc R . .
C7 C 1.1403(3) 0.3122(3) 0.1948(3) 0.0239(7) Uani 1 1 d . . .
H7 H 1.1311 0.3799 0.1145 0.029 Uiso 1 1 calc R . .
C1 C 0.9014(4) 0.2956(4) 0.2072(3) 0.0265(7) Uani 1 1 d . . .
C2 C 1.0325(3) 0.2531(4) 0.2633(3) 0.0240(7) Uani 1 1 d . . .
N2 N 0.9789(3) 0.1972(3) -0.1481(3) 0.0330(7) Uani 1 1 d . . .
N4 N 0.5574(3) 0.5326(3) 0.2161(3) 0.0310(7) Uani 1 1 d . . .
C6 C 1.2623(3) 0.2697(3) 0.2467(3) 0.0242(7) Uani 1 1 d . . .
C5 C 1.2735(4) 0.1703(4) 0.3677(3) 0.0301(8) Uani 1 1 d . . .
H5 H 1.3541 0.1425 0.4030 0.036 Uiso 1 1 calc R . .
N3 N 0.5952(3) 0.6712(3) 0.2770(3) 0.0317(7) Uani 1 1 d . . .
C10 C 0.8807(4) 0.1446(4) -0.1458(3) 0.0283(8) Uani 1 1 d . . .
C26 C 0.7992(4) 0.9395(4) 0.2340(4) 0.0327(8) Uani 1 1 d . . .
H26 H 0.8431 1.0021 0.2190 0.039 Uiso 1 1 calc R . .
C17 C 0.4493(4) 0.5570(4) 0.3101(4) 0.0307(8) Uani 1 1 d . . .
C28 C 0.8094(4) 0.7309(4) 0.2290(4) 0.0321(8) Uani 1 1 d . . .
H28 H 0.8621 0.6506 0.2160 0.038 Uiso 1 1 calc R . .
O3 O 1.3704(3) 0.4201(3) 0.0660(3) 0.0470(8) Uani 1 1 d . . .
C19 C 0.2398(5) 0.5473(5) 0.4581(4) 0.0453(11) Uani 1 1 d . . .
H19 H 0.1597 0.5183 0.4944 0.054 Uiso 1 1 calc R . .
C23 C 0.6641(4) 0.7588(4) 0.2714(4) 0.0308(8) Uani 1 1 d . . .
C15 C 0.7588(4) 0.1872(4) -0.0662(3) 0.0298(8) Uani 1 1 d . . .
C22 C 0.4700(4) 0.6425(4) 0.3513(4) 0.0325(8) Uani 1 1 d . . .
C25 C 0.6567(4) 0.9599(4) 0.2847(4) 0.0352(9) Uani 1 1 d . . .
H25 H 0.6066 1.0342 0.3080 0.042 Uiso 1 1 calc R . .
C16 C 0.6406(4) 0.6039(4) 0.1976(4) 0.0333(8) Uani 1 1 d . . .
H16 H 0.7212 0.6076 0.1369 0.040 Uiso 1 1 calc R . .
C21 C 0.3793(4) 0.6777(4) 0.4503(4) 0.0388(9) Uani 1 1 d . . .
H21 H 0.3952 0.7307 0.4805 0.047 Uiso 1 1 calc R . .
C24 C 0.5876(4) 0.8724(4) 0.3014(4) 0.0337(8) Uani 1 1 d . . .
H24 H 0.4911 0.8893 0.3323 0.040 Uiso 1 1 calc R . .
C14 C 0.6375(4) 0.1523(4) -0.0417(4) 0.0369(9) Uani 1 1 d . . .
H14 H 0.5576 0.1800 0.0124 0.044 Uiso 1 1 calc R . .
C4 C 1.1657(4) 0.1121(4) 0.4366(4) 0.0342(9) Uani 1 1 d . . .
H4 H 1.1735 0.0462 0.5178 0.041 Uiso 1 1 calc R . .
C12 C 0.7596(5) 0.0339(5) -0.1834(4) 0.0445(10) Uani 1 1 d . . .
H12 H 0.7568 -0.0174 -0.2228 0.053 Uiso 1 1 calc R . .
C11 C 0.8806(4) 0.0671(4) -0.2080(4) 0.0393(9) Uani 1 1 d . . .
H11 H 0.9593 0.0398 -0.2633 0.047 Uiso 1 1 calc R . .
C9 C 0.9145(4) 0.2672(4) -0.0706(4) 0.0366(9) Uani 1 1 d . . .
H9 H 0.9595 0.3125 -0.0558 0.044 Uiso 1 1 calc R . .
C18 C 0.3324(4) 0.5096(4) 0.3639(4) 0.0400(9) Uani 1 1 d . . .
H18 H 0.3177 0.4537 0.3364 0.048 Uiso 1 1 calc R . .
C13 C 0.6411(5) 0.0742(5) -0.1018(4) 0.0412(10) Uani 1 1 d . . .
H13 H 0.5619 0.0480 -0.0870 0.049 Uiso 1 1 calc R . .
C20 C 0.2642(5) 0.6291(5) 0.5008(4) 0.0456(11) Uani 1 1 d . . .
H20 H 0.1999 0.6518 0.5662 0.055 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
C27 0.0287(19) 0.0328(19) 0.0284(19) -0.0122(16) 0.0004(15) -0.0115(16)
Cd1 0.01717(14) 0.02743(15) 0.02600(15) -0.01230(11) -0.00043(9) -0.00968(10)
O2 0.0265(13) 0.0372(15) 0.0362(15) -0.0126(12) -0.0114(11) -0.0088(11)
O4 0.0210(13) 0.0381(15) 0.0474(16) -0.0122(13) -0.0020(11) -0.0155(11)
O1 0.0258(13) 0.0463(16) 0.0487(17) -0.0145(14) -0.0073(12) -0.0190(12)
N1 0.0225(14) 0.0337(16) 0.0307(16) -0.0196(13) 0.0023(12) -0.0117(12)
C8 0.0233(17) 0.0251(17) 0.0312(19) -0.0148(15) 0.0025(14) -0.0101(14)
C3 0.0235(18) 0.0337(19) 0.0315(19) -0.0085(16) 0.0005(15) -0.0161(15)
C7 0.0213(16) 0.0244(17) 0.0253(17) -0.0090(14) -0.0028(13) -0.0076(14)
C1 0.0189(16) 0.0329(19) 0.035(2) -0.0215(17) -0.0027(14) -0.0057(14)
C2 0.0174(16) 0.0284(18) 0.0294(18) -0.0141(15) -0.0019(14) -0.0079(14)
N2 0.0303(17) 0.0398(18) 0.0355(17) -0.0244(15) 0.0051(13) -0.0129(14)
N4 0.0335(17) 0.0325(17) 0.0325(16) -0.0227(14) -0.0017(13) -0.0060(14)
C6 0.0197(16) 0.0269(17) 0.0267(17) -0.0119(14) 0.0000(13) -0.0085(14)
C5 0.0221(17) 0.037(2) 0.0305(19) -0.0081(16) -0.0054(15) -0.0128(15)
N3 0.0304(16) 0.0313(16) 0.0400(18) -0.0207(14) 0.0023(14) -0.0133(13)
C10 0.0252(18) 0.0249(18) 0.0297(18) -0.0112(15) 0.0021(14) -0.0068(14)
C26 0.036(2) 0.0292(19) 0.039(2) -0.0158(17) -0.0035(17) -0.0139(16)
C17 0.0313(19) 0.0317(19) 0.0314(19) -0.0180(16) 0.0029(15) -0.0108(16)
C28 0.031(2) 0.0292(19) 0.040(2) -0.0202(17) 0.0005(16) -0.0093(16)
O3 0.0487(18) 0.0468(17) 0.0347(16) 0.0018(14) -0.0034(13) -0.0272(15)
C19 0.034(2) 0.055(3) 0.046(2) -0.023(2) 0.0141(19) -0.024(2)
C23 0.0312(19) 0.0296(19) 0.036(2) -0.0176(16) -0.0007(16) -0.0105(15)
C15 0.033(2) 0.0328(19) 0.0260(18) -0.0132(15) -0.0039(15) -0.0107(16)
C22 0.034(2) 0.0297(19) 0.0302(19) -0.0154(16) -0.0004(16) -0.0053(16)
C25 0.034(2) 0.0285(19) 0.046(2) -0.0226(18) -0.0050(17) -0.0038(16)
C16 0.0280(19) 0.038(2) 0.038(2) -0.0238(18) 0.0095(16) -0.0145(16)
C21 0.040(2) 0.036(2) 0.036(2) -0.0196(18) 0.0033(17) -0.0074(18)
C24 0.0260(19) 0.035(2) 0.043(2) -0.0221(18) -0.0018(16) -0.0060(16)
C14 0.034(2) 0.044(2) 0.037(2) -0.0175(18) -0.0012(17) -0.0161(18)
C4 0.031(2) 0.041(2) 0.0254(18) -0.0019(16) -0.0035(15) -0.0185(17)
C12 0.045(2) 0.049(3) 0.057(3) -0.032(2) -0.010(2) -0.017(2)
C11 0.035(2) 0.049(2) 0.045(2) -0.033(2) -0.0001(18) -0.0109(18)
C9 0.036(2) 0.045(2) 0.043(2) -0.0311(19) 0.0053(17) -0.0181(18)
C18 0.040(2) 0.046(2) 0.041(2) -0.0212(19) 0.0019(18) -0.0207(19)
C13 0.038(2) 0.050(3) 0.047(2) -0.022(2) -0.0048(19) -0.022(2)
C20 0.036(2) 0.048(3) 0.042(2) -0.022(2) 0.0105(19) -0.0088(19)
_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
C27 C26 1.379(5) . ?
C27 C28 1.392(5) . ?
C27 N2 1.438(5) 2_765 ?
Cd1 O4 2.212(2) 1_455 ?
Cd1 O3 2.302(3) 2_765 ?
Cd1 N1 2.304(3) . ?
Cd1 N4 2.338(3) . ?
Cd1 O2 2.415(2) . ?
Cd1 O1 2.424(3) . ?
O2 C1 1.253(5) . ?
O4 C8 1.264(4) . ?
O4 Cd1 2.212(2) 1_655 ?
O1 C1 1.257(4) . ?
N1 C9 1.314(5) . ?
N1 C15 1.413(5) . ?
C8 O3 1.233(5) . ?
C8 C6 1.507(5) . ?
C3 C2 1.388(5) . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C7 C2 1.393(5) . ?
C7 C6 1.397(5) . ?
C7 H7 0.9300 . ?
C1 C2 1.513(5) . ?
N2 C9 1.364(5) . ?
N2 C10 1.375(5) . ?
N2 C27 1.438(5) 2_765 ?
N4 C16 1.331(5) . ?
N4 C17 1.374(5) . ?
C6 C5 1.390(5) . ?
C5 C4 1.387(5) . ?
C5 H5 0.9300 . ?
N3 C16 1.366(5) . ?
N3 C22 1.403(5) . ?
N3 C23 1.430(5) . ?
C10 C15 1.400(5) . ?
C10 C11 1.413(5) . ?
C26 C25 1.386(5) . ?
C26 H26 0.9300 . ?
C17 C18 1.388(6) . ?
C17 C22 1.404(5) . ?
C28 C23 1.391(5) . ?
C28 H28 0.9300 . ?
O3 Cd1 2.302(3) 2_765 ?
C19 C18 1.364(6) . ?
C19 C20 1.399(7) . ?
C19 H19 0.9300 . ?
C23 C24 1.385(5) . ?
C15 C14 1.385(5) . ?
C22 C21 1.391(5) . ?
C25 C24 1.378(5) . ?
C25 H25 0.9300 . ?
C16 H16 0.9300 . ?
C21 C20 1.379(6) . ?
C21 H21 0.9300 . ?
C24 H24 0.9300 . ?
C14 C13 1.382(6) . ?
C14 H14 0.9300 . ?
C4 H4 0.9300 . ?
C12 C11 1.371(6) . ?
C12 C13 1.387(6) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C9 H9 0.9300 . ?
C18 H18 0.9300 . ?
C13 H13 0.9300 . ?
C20 H20 0.9300 . ?
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
C26 C27 C28 120.6(3) . . ?
C26 C27 N2 121.0(3) . 2_765 ?
C28 C27 N2 118.3(3) . 2_765 ?
O4 Cd1 O3 126.01(10) 1_455 2_765 ?
O4 Cd1 N1 102.12(10) 1_455 . ?
O3 Cd1 N1 87.40(12) 2_765 . ?
O4 Cd1 N4 90.72(11) 1_455 . ?
O3 Cd1 N4 83.47(12) 2_765 . ?
N1 Cd1 N4 167.02(11) . . ?
O4 Cd1 O2 146.08(10) 1_455 . ?
O3 Cd1 O2 87.09(10) 2_765 . ?
N1 Cd1 O2 84.81(10) . . ?
N4 Cd1 O2 85.53(10) . . ?
O4 Cd1 O1 92.18(9) 1_455 . ?
O3 Cd1 O1 141.43(10) 2_765 . ?
N1 Cd1 O1 89.64(10) . . ?
N4 Cd1 O1 91.75(11) . . ?
O2 Cd1 O1 54.35(9) . . ?
C1 O2 Cd1 91.4(2) . . ?
C8 O4 Cd1 113.9(2) . 1_655 ?
C1 O1 Cd1 90.9(2) . . ?
C9 N1 C15 103.7(3) . . ?
C9 N1 Cd1 119.9(2) . . ?
C15 N1 Cd1 136.4(2) . . ?
O3 C8 O4 123.5(3) . . ?
O3 C8 C6 120.0(3) . . ?
O4 C8 C6 116.5(3) . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C2 C7 C6 120.0(3) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
O2 C1 O1 123.3(3) . . ?
O2 C1 C2 118.3(3) . . ?
O1 C1 C2 118.3(3) . . ?
C3 C2 C7 119.6(3) . . ?
C3 C2 C1 119.8(3) . . ?
C7 C2 C1 120.6(3) . . ?
C9 N2 C10 105.7(3) . . ?
C9 N2 C27 124.5(3) . 2_765 ?
C10 N2 C27 129.5(3) . 2_765 ?
C16 N4 C17 105.4(3) . . ?
C16 N4 Cd1 113.7(2) . . ?
C17 N4 Cd1 139.6(3) . . ?
C5 C6 C7 119.4(3) . . ?
C5 C6 C8 120.0(3) . . ?
C7 C6 C8 120.6(3) . . ?
C6 C5 C4 120.7(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C16 N3 C22 106.0(3) . . ?
C16 N3 C23 123.1(3) . . ?
C22 N3 C23 130.7(3) . . ?
N2 C10 C15 106.6(3) . . ?
N2 C10 C11 133.5(3) . . ?
C15 C10 C11 119.8(3) . . ?
C27 C26 C25 119.0(3) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
N4 C17 C18 129.3(4) . . ?
N4 C17 C22 110.1(3) . . ?
C18 C17 C22 120.5(3) . . ?
C23 C28 C27 119.1(3) . . ?
C23 C28 H28 120.4 . . ?
C27 C28 H28 120.4 . . ?
C8 O3 Cd1 168.7(3) . 2_765 ?
C18 C19 C20 120.6(4) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C24 C23 C28 120.5(3) . . ?
C24 C23 N3 121.1(3) . . ?
C28 C23 N3 118.3(3) . . ?
C14 C15 C10 122.4(3) . . ?
C14 C15 N1 128.5(3) . . ?
C10 C15 N1 109.1(3) . . ?
C21 C22 C17 121.8(4) . . ?
C21 C22 N3 132.7(4) . . ?
C17 C22 N3 105.4(3) . . ?
C24 C25 C26 121.4(3) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
N4 C16 N3 113.0(3) . . ?
N4 C16 H16 123.5 . . ?
N3 C16 H16 123.5 . . ?
C20 C21 C22 115.8(4) . . ?
C20 C21 H21 122.1 . . ?
C22 C21 H21 122.1 . . ?
C23 C24 C25 119.0(4) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
C13 C14 C15 116.6(4) . . ?
C13 C14 H14 121.7 . . ?
C15 C14 H14 121.7 . . ?
C3 C4 C5 119.5(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C11 C12 C13 122.2(4) . . ?
C11 C12 H12 118.9 . . ?
C13 C12 H12 118.9 . . ?
C12 C11 C10 117.1(4) . . ?
C12 C11 H11 121.4 . . ?
C10 C11 H11 121.4 . . ?
N1 C9 N2 114.8(3) . . ?
N1 C9 H9 122.6 . . ?
N2 C9 H9 122.6 . . ?
C19 C18 C17 118.2(4) . . ?
C19 C18 H18 120.9 . . ?
C17 C18 H18 120.9 . . ?
C14 C13 C12 121.8(4) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C21 C20 C19 123.0(4) . . ?
C21 C20 H20 118.5 . . ?
C19 C20 H20 118.5 . . ?
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
O4 Cd1 O2 C1 9.0(3) 1_455 . . . ?
O3 Cd1 O2 C1 177.3(2) 2_765 . . . ?
N1 Cd1 O2 C1 -95.0(2) . . . . ?
N4 Cd1 O2 C1 93.6(2) . . . . ?
O1 Cd1 O2 C1 -1.73(19) . . . . ?
O4 Cd1 O1 C1 -172.3(2) 1_455 . . . ?
O3 Cd1 O1 C1 0.2(3) 2_765 . . . ?
N1 Cd1 O1 C1 85.6(2) . . . . ?
N4 Cd1 O1 C1 -81.5(2) . . . . ?
O2 Cd1 O1 C1 1.73(19) . . . . ?
O4 Cd1 N1 C9 -158.8(3) 1_455 . . . ?
O3 Cd1 N1 C9 74.9(3) 2_765 . . . ?
N4 Cd1 N1 C9 29.6(7) . . . . ?
O2 Cd1 N1 C9 -12.4(3) . . . . ?
O1 Cd1 N1 C9 -66.6(3) . . . . ?
O4 Cd1 N1 C15 23.2(4) 1_455 . . . ?
O3 Cd1 N1 C15 -103.1(4) 2_765 . . . ?
N4 Cd1 N1 C15 -148.4(4) . . . . ?
O2 Cd1 N1 C15 169.6(4) . . . . ?
O1 Cd1 N1 C15 115.4(3) . . . . ?
Cd1 O4 C8 O3 4.8(5) 1_655 . . . ?
Cd1 O4 C8 C6 -175.8(2) 1_655 . . . ?
Cd1 O2 C1 O1 3.3(4) . . . . ?
Cd1 O2 C1 C2 -176.5(3) . . . . ?
Cd1 O1 C1 O2 -3.2(4) . . . . ?
Cd1 O1 C1 C2 176.5(3) . . . . ?
C4 C3 C2 C7 0.7(6) . . . . ?
C4 C3 C2 C1 179.8(3) . . . . ?
C6 C7 C2 C3 0.5(5) . . . . ?
C6 C7 C2 C1 -178.5(3) . . . . ?
O2 C1 C2 C3 169.6(3) . . . . ?
O1 C1 C2 C3 -10.2(5) . . . . ?
O2 C1 C2 C7 -11.4(5) . . . . ?
O1 C1 C2 C7 168.8(3) . . . . ?
O4 Cd1 N4 C16 167.2(3) 1_455 . . . ?
O3 Cd1 N4 C16 -66.7(3) 2_765 . . . ?
N1 Cd1 N4 C16 -21.0(6) . . . . ?
O2 Cd1 N4 C16 20.9(3) . . . . ?
O1 Cd1 N4 C16 74.9(3) . . . . ?
O4 Cd1 N4 C17 2.3(4) 1_455 . . . ?
O3 Cd1 N4 C17 128.5(4) 2_765 . . . ?
N1 Cd1 N4 C17 174.1(4) . . . . ?
O2 Cd1 N4 C17 -143.9(4) . . . . ?
O1 Cd1 N4 C17 -89.9(4) . . . . ?
C2 C7 C6 C5 -1.3(5) . . . . ?
C2 C7 C6 C8 177.7(3) . . . . ?
O3 C8 C6 C5 -177.6(4) . . . . ?
O4 C8 C6 C5 3.0(5) . . . . ?
O3 C8 C6 C7 3.4(5) . . . . ?
O4 C8 C6 C7 -176.0(3) . . . . ?
C7 C6 C5 C4 0.8(6) . . . . ?
C8 C6 C5 C4 -178.2(3) . . . . ?
C9 N2 C10 C15 0.5(4) . . . . ?
C27 N2 C10 C15 174.1(4) 2_765 . . . ?
C9 N2 C10 C11 177.8(4) . . . . ?
C27 N2 C10 C11 -8.6(7) 2_765 . . . ?
C28 C27 C26 C25 -0.1(6) . . . . ?
N2 C27 C26 C25 177.0(4) 2_765 . . . ?
C16 N4 C17 C18 178.7(4) . . . . ?
Cd1 N4 C17 C18 -15.7(7) . . . . ?
C16 N4 C17 C22 -1.5(4) . . . . ?
Cd1 N4 C17 C22 164.1(3) . . . . ?
C26 C27 C28 C23 4.7(6) . . . . ?
N2 C27 C28 C23 -172.5(3) 2_765 . . . ?
O4 C8 O3 Cd1 -73.2(15) . . . 2_765 ?
C6 C8 O3 Cd1 107.4(13) . . . 2_765 ?
C27 C28 C23 C24 -5.7(6) . . . . ?
C27 C28 C23 N3 171.3(3) . . . . ?
C16 N3 C23 C24 147.2(4) . . . . ?
C22 N3 C23 C24 -27.7(6) . . . . ?
C16 N3 C23 C28 -29.7(6) . . . . ?
C22 N3 C23 C28 155.3(4) . . . . ?
N2 C10 C15 C14 -179.9(4) . . . . ?
C11 C10 C15 C14 2.4(6) . . . . ?
N2 C10 C15 N1 -0.6(4) . . . . ?
C11 C10 C15 N1 -178.3(3) . . . . ?
C9 N1 C15 C14 179.7(4) . . . . ?
Cd1 N1 C15 C14 -2.0(6) . . . . ?
C9 N1 C15 C10 0.4(4) . . . . ?
Cd1 N1 C15 C10 178.7(3) . . . . ?
N4 C17 C22 C21 -176.8(4) . . . . ?
C18 C17 C22 C21 3.0(6) . . . . ?
N4 C17 C22 N3 0.8(4) . . . . ?
C18 C17 C22 N3 -179.4(4) . . . . ?
C16 N3 C22 C21 177.5(4) . . . . ?
C23 N3 C22 C21 -6.9(7) . . . . ?
C16 N3 C22 C17 0.3(4) . . . . ?
C23 N3 C22 C17 175.9(4) . . . . ?
C27 C26 C25 C24 -3.6(6) . . . . ?
C17 N4 C16 N3 1.8(5) . . . . ?
Cd1 N4 C16 N3 -168.1(3) . . . . ?
C22 N3 C16 N4 -1.3(5) . . . . ?
C23 N3 C16 N4 -177.3(3) . . . . ?
C17 C22 C21 C20 -3.2(6) . . . . ?
N3 C22 C21 C20 -180.0(4) . . . . ?
C28 C23 C24 C25 2.1(6) . . . . ?
N3 C23 C24 C25 -174.8(4) . . . . ?
C26 C25 C24 C23 2.6(6) . . . . ?
C10 C15 C14 C13 -1.0(6) . . . . ?
N1 C15 C14 C13 179.8(4) . . . . ?
C2 C3 C4 C5 -1.3(6) . . . . ?
C6 C5 C4 C3 0.5(6) . . . . ?
C13 C12 C11 C10 0.3(7) . . . . ?
N2 C10 C11 C12 -178.9(4) . . . . ?
C15 C10 C11 C12 -1.9(6) . . . . ?
C15 N1 C9 N2 -0.1(5) . . . . ?
Cd1 N1 C9 N2 -178.7(3) . . . . ?
C10 N2 C9 N1 -0.3(5) . . . . ?
C27 N2 C9 N1 -174.3(3) 2_765 . . . ?
C20 C19 C18 C17 -1.3(7) . . . . ?
N4 C17 C18 C19 179.1(4) . . . . ?
C22 C17 C18 C19 -0.7(6) . . . . ?
C15 C14 C13 C12 -0.6(7) . . . . ?
C11 C12 C13 C14 1.0(7) . . . . ?
C22 C21 C20 C19 1.2(7) . . . . ?
C18 C19 C20 C21 1.1(7) . . . . ?
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full 25.01
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max 0.602
_refine_diff_density_min -0.465
_refine_diff_density_rms 0.074
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_1
_database_code_depnum_ccdc_archive 'CCDC 1846913'
_audit_update_record
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date 2018-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2017/1
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety '0.25(C112 H72 N16 O16 Zn4)'
_chemical_formula_sum 'C28 H18 N4 O4 Zn'
_chemical_formula_weight 539.85
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2840 1.4300 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system orthorhombic
_space_group_IT_number 68
_space_group_name_H-M_alt 'C c c e'
_space_group_name_Hall '-C 2b 2bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'x, -y+1/2, -z+1/2'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z'
'x+1/2, -y+1, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'-x, y-1/2, z-1/2'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z'
'-x+1/2, y, z-1/2'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 14.1420(9)
_cell_length_b 16.0637(10)
_cell_length_c 19.8005(13)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 4498.1(5)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 9188
_cell_measurement_temperature 297(2)
_cell_measurement_theta_max 27.50
_cell_measurement_theta_min 3.27
_shelx_estimated_absorpt_T_max 0.756
_shelx_estimated_absorpt_T_min 0.726
_exptl_absorpt_coefficient_mu 1.139
_exptl_absorpt_correction_T_max 0.7562
_exptl_absorpt_correction_T_min 0.7264
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_absorpt_special_details ?
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.594
_exptl_crystal_density_meas .
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 2208
_exptl_crystal_size_max 0.3
_exptl_crystal_size_mid 0.29
_exptl_crystal_size_min 0.26
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0252
_diffrn_reflns_av_unetI/netI 0.0111
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max 18
_diffrn_reflns_limit_h_min -18
_diffrn_reflns_limit_k_max 20
_diffrn_reflns_limit_k_min -19
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_limit_l_min -25
_diffrn_reflns_number 37488
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 27.534
_diffrn_reflns_theta_min 3.266
_diffrn_ambient_temperature 297.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2291
_reflns_number_total 2590
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max 0.493
_refine_diff_density_min -0.327
_refine_diff_density_rms 0.067
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.053
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 162
_refine_ls_number_reflns 2590
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0462
_refine_ls_R_factor_gt 0.0395
_refine_ls_restrained_S_all 1.053
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+9.6351P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1026
_refine_ls_wR_factor_ref 0.1080
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
C2(H2), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
C14(H14), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.250000 1.06111(2) 0.02809(13) Uani 1 2 d S T P . .
O1 O 0.52404(15) 0.33545(12) 1.12724(9) 0.0464(5) Uani 1 1 d . . . . .
O2 O 0.50185(17) 0.45252(15) 1.06990(9) 0.0569(6) Uani 1 1 d . . . . .
N1 N 0.60053(13) 0.21574(11) 0.99334(9) 0.0286(4) Uani 1 1 d . . . . .
N2 N 0.68984(13) 0.14157(11) 0.92335(9) 0.0278(4) Uani 1 1 d . . . . .
C1 C 0.50391(15) 0.45886(14) 1.18918(11) 0.0286(4) Uani 1 1 d . . . . .
C2 C 0.500000 0.4157(2) 1.250000 0.0296(6) Uani 1 2 d S T P . .
H2 H 0.500002 0.357815 1.250000 0.036 Uiso 1 2 calc RS T P . .
C5 C 0.62688(16) 0.14052(13) 0.97469(11) 0.0293(4) Uani 1 1 d . . . . .
H5 H 0.604566 0.091956 0.994683 0.035 Uiso 1 1 calc R . . . .
C6 C 0.64802(16) 0.27043(14) 0.95058(11) 0.0286(4) Uani 1 1 d . . . . .
C7 C 0.70555(15) 0.22473(14) 0.90667(11) 0.0281(4) Uani 1 1 d . . . . .
C8 C 0.76471(17) 0.26324(15) 0.85998(12) 0.0352(5) Uani 1 1 d . . . . .
H8 H 0.805118 0.233009 0.832203 0.042 Uiso 1 1 calc R . . . .
C9 C 0.75979(19) 0.34907(16) 0.85739(14) 0.0426(6) Uani 1 1 d . . . . .
H9 H 0.798419 0.377503 0.827170 0.051 Uiso 1 1 calc R . . . .
C10 C 0.69878(19) 0.39436(16) 0.89862(14) 0.0429(6) Uani 1 1 d . . . . .
H10 H 0.695592 0.451838 0.893486 0.051 Uiso 1 1 calc R . . . .
C11 C 0.64316(18) 0.35675(14) 0.94665(13) 0.0362(5) Uani 1 1 d . . . . .
H11 H 0.604199 0.387489 0.975104 0.043 Uiso 1 1 calc R . . . .
C12 C 0.750000 0.000000 0.92346(15) 0.0273(6) Uani 1 2 d S T P . .
H12 H 0.750001 0.000000 0.970424 0.033 Uiso 1 2 calc RS T P . .
C13 C 0.72399(17) 0.07090(14) 0.81789(11) 0.0321(5) Uani 1 1 d . . . . .
H13 H 0.706904 0.118683 0.794342 0.039 Uiso 1 1 calc R . . . .
C14 C 0.750000 0.000000 0.78360(15) 0.0340(7) Uani 1 2 d S T P . .
H14 H 0.750000 0.000000 0.736636 0.041 Uiso 1 2 calc RS T P . .
C15 C 0.72351(14) 0.07034(13) 0.88805(10) 0.0269(4) Uani 1 1 d . . . . .
C16 C 0.51037(16) 0.41361(16) 1.12259(12) 0.0338(5) Uani 1 1 d . . . . .
C3 C 0.50224(16) 0.54544(15) 1.18961(13) 0.0336(5) Uiso 1 1 d . . . . .
H3 H 0.502638 0.574511 1.148996 0.040 Uiso 1 1 calc R . . . .
C4 C 0.500000 0.5885(2) 1.250000 0.0364(7) Uiso 1 2 d S T P . .
H4 H 0.499999 0.646438 1.250001 0.044 Uiso 1 2 calc RS T P . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0372(2) 0.0249(2) 0.0222(2) 0.000 0.000 0.00511(14)
O1 0.0628(12) 0.0395(10) 0.0369(9) -0.0131(8) -0.0098(9) 0.0083(9)
O2 0.0918(17) 0.0504(12) 0.0283(9) 0.0015(8) -0.0070(9) -0.0059(11)
N1 0.0329(9) 0.0262(8) 0.0269(9) 0.0011(7) 0.0011(7) 0.0053(7)
N2 0.0318(9) 0.0238(9) 0.0278(9) 0.0027(7) 0.0036(7) 0.0049(7)
C1 0.0297(10) 0.0299(11) 0.0263(10) -0.0018(8) -0.0023(8) -0.0001(9)
C2 0.0316(15) 0.0239(14) 0.0333(15) 0.000 -0.0037(12) 0.000
C5 0.0363(11) 0.0250(10) 0.0266(10) 0.0042(8) 0.0021(9) 0.0049(9)
C6 0.0293(10) 0.0264(10) 0.0300(10) 0.0012(8) -0.0044(9) 0.0028(8)
C7 0.0299(10) 0.0266(10) 0.0278(10) 0.0036(8) -0.0032(8) 0.0030(8)
C8 0.0343(12) 0.0382(13) 0.0331(11) 0.0056(9) 0.0008(10) 0.0006(9)
C9 0.0409(13) 0.0421(14) 0.0447(14) 0.0138(11) -0.0029(11) -0.0112(11)
C10 0.0473(14) 0.0264(11) 0.0549(16) 0.0079(11) -0.0064(12) -0.0061(10)
C11 0.0402(13) 0.0255(11) 0.0430(13) -0.0023(9) -0.0037(10) 0.0021(9)
C12 0.0312(15) 0.0277(14) 0.0232(13) 0.000 0.000 0.0035(12)
C13 0.0374(12) 0.0317(11) 0.0272(10) 0.0035(9) -0.0017(9) 0.0032(9)
C14 0.0438(18) 0.0363(17) 0.0219(14) 0.000 0.000 0.0010(14)
C15 0.0259(10) 0.0270(10) 0.0278(10) -0.0006(8) 0.0025(8) 0.0034(8)
C16 0.0367(12) 0.0363(12) 0.0284(11) -0.0050(9) -0.0027(9) -0.0017(9)
_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
Zn1 O1 1.9273(18) . ?
Zn1 O1 1.9273(18) 2_655 ?
Zn1 N1 2.0310(18) 2_655 ?
Zn1 N1 2.0310(18) . ?
O1 C16 1.274(3) . ?
O2 C16 1.222(3) . ?
N1 C5 1.317(3) . ?
N1 C6 1.393(3) . ?
N2 C5 1.351(3) . ?
N2 C7 1.394(3) . ?
N2 C15 1.423(3) . ?
C1 C2 1.391(3) . ?
C1 C16 1.508(3) . ?
C1 C3 1.391(3) . ?
C2 H2 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.399(3) . ?
C6 C11 1.390(3) . ?
C7 C8 1.392(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.382(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.393(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.374(4) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C12 C15 1.382(3) 6_645 ?
C12 C15 1.381(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.376(3) . ?
C13 C15 1.389(3) . ?
C14 H14 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9300 . ?
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
O1 Zn1 O1 94.41(12) . 2_655 ?
O1 Zn1 N1 121.22(8) . . ?
O1 Zn1 N1 112.30(8) 2_655 . ?
O1 Zn1 N1 112.30(8) . 2_655 ?
O1 Zn1 N1 121.22(8) 2_655 2_655 ?
N1 Zn1 N1 97.29(10) 2_655 . ?
C16 O1 Zn1 128.77(17) . . ?
C5 N1 Zn1 129.18(16) . . ?
C5 N1 C6 105.77(19) . . ?
C6 N1 Zn1 124.63(15) . . ?
C5 N2 C7 107.17(18) . . ?
C5 N2 C15 125.45(18) . . ?
C7 N2 C15 126.94(18) . . ?
C2 C1 C16 121.3(2) . . ?
C2 C1 C3 119.5(2) . . ?
C3 C1 C16 119.2(2) . . ?
C1 C2 C1 120.2(3) . 4_657 ?
C1 C2 H2 119.9 4_657 . ?
C1 C2 H2 119.9 . . ?
N1 C5 N2 112.69(19) . . ?
N1 C5 H5 123.7 . . ?
N2 C5 H5 123.7 . . ?
N1 C6 C7 109.10(19) . . ?
N1 C6 C11 129.7(2) . . ?
C11 C6 C7 121.2(2) . . ?
N2 C7 C6 105.25(19) . . ?
N2 C7 C8 132.8(2) . . ?
C8 C7 C6 121.9(2) . . ?
C7 C8 H8 122.0 . . ?
C9 C8 C7 116.0(2) . . ?
C9 C8 H8 122.0 . . ?
C8 C9 H9 119.0 . . ?
C8 C9 C10 122.0(2) . . ?
C10 C9 H9 119.0 . . ?
C9 C10 H10 119.0 . . ?
C11 C10 C9 122.0(2) . . ?
C11 C10 H10 119.0 . . ?
C6 C11 H11 121.7 . . ?
C10 C11 C6 116.7(2) . . ?
C10 C11 H11 121.7 . . ?
C15 C12 H12 120.5 6_645 . ?
C15 C12 H12 120.5 . . ?
C15 C12 C15 119.0(3) . 6_645 ?
C14 C13 H13 120.4 . . ?
C14 C13 C15 119.3(2) . . ?
C15 C13 H13 120.4 . . ?
C13 C14 C13 120.9(3) . 6_645 ?
C13 C14 H14 119.6 6_645 . ?
C13 C14 H14 119.6 . . ?
C12 C15 N2 120.0(2) . . ?
C12 C15 C13 120.8(2) . . ?
C13 C15 N2 119.18(19) . . ?
O1 C16 C1 114.9(2) . . ?
O2 C16 O1 125.5(2) . . ?
O2 C16 C1 119.6(2) . . ?
C1 C3 H3 119.8 . . ?
C4 C3 C1 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C3 119.9(3) 4_657 . ?
C3 C4 H4 120.1 4_657 . ?
C3 C4 H4 120.1 . . ?
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
Zn1 O1 C16 O2 -19.9(4) . . . . ?
Zn1 O1 C16 C1 159.59(17) . . . . ?
Zn1 N1 C5 N2 173.88(15) . . . . ?
Zn1 N1 C6 C7 -174.57(14) . . . . ?
Zn1 N1 C6 C11 4.2(3) . . . . ?
N1 C6 C7 N2 1.1(2) . . . . ?
N1 C6 C7 C8 -177.2(2) . . . . ?
N1 C6 C11 C10 -179.8(2) . . . . ?
N2 C7 C8 C9 179.2(2) . . . . ?
C1 C3 C4 C3 -1.11(15) . . . 4_657 ?
C2 C1 C16 O1 -8.6(3) . . . . ?
C2 C1 C16 O2 170.9(2) . . . . ?
C2 C1 C3 C4 2.2(3) . . . . ?
C5 N1 C6 C7 -1.4(2) . . . . ?
C5 N1 C6 C11 177.3(2) . . . . ?
C5 N2 C7 C6 -0.5(2) . . . . ?
C5 N2 C7 C8 177.6(2) . . . . ?
C5 N2 C15 C12 -44.6(3) . . . . ?
C5 N2 C15 C13 131.7(2) . . . . ?
C6 N1 C5 N2 1.1(3) . . . . ?
C6 C7 C8 C9 -3.0(3) . . . . ?
C7 N2 C5 N1 -0.4(3) . . . . ?
C7 N2 C15 C12 144.1(2) . . . . ?
C7 N2 C15 C13 -39.7(3) . . . . ?
C7 C6 C11 C10 -1.2(4) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
C8 C9 C10 C11 3.2(4) . . . . ?
C9 C10 C11 C6 -2.3(4) . . . . ?
C11 C6 C7 N2 -177.7(2) . . . . ?
C11 C6 C7 C8 4.0(3) . . . . ?
C14 C13 C15 N2 -175.32(17) . . . . ?
C14 C13 C15 C12 0.9(3) . . . . ?
C15 N2 C5 N1 -173.2(2) . . . . ?
C15 N2 C7 C6 172.2(2) . . . . ?
C15 N2 C7 C8 -9.8(4) . . . . ?
C15 C12 C15 N2 175.7(2) 6_645 . . . ?
C15 C12 C15 C13 -0.44(15) 6_645 . . . ?
C15 C13 C14 C13 -0.44(15) . . . 6_645 ?
C16 C1 C2 C1 178.6(2) . . . 4_657 ?
C16 C1 C3 C4 -177.52(18) . . . . ?
C3 C1 C2 C1 -1.09(14) . . . 4_657 ?
C3 C1 C16 O1 171.1(2) . . . . ?
C3 C1 C16 O2 -9.3(3) . . . . ?
_shelx_res_file
;
TITL 1 in Ccca New: Ccca
1.res
created by SHELXL-2017/1 at 11:37:06 on 03-Jun-2018
CELL 0.71073 14.142 16.0637 19.8005 90 90 90
ZERR 8 0.0009 0.001 0.0013 0 0 0
LATT 7
SYMM -X,0.5-Y,+Z
SYMM +X,0.5-Y,0.5-Z
SYMM -X,+Y,0.5-Z
SFAC C 2.310 20.844 1.02 10.208 1.589 0.569 0.865 51.651 0.216 0.003 0.002 =
11.5 0.68 12.01
SFAC H 0.493 10.511 0.323 26.126 0.14 3.142 0.041 57.8 0.003 0 0 0.624 =
0.35 1.008
SFAC N 12.213 0.006 3.132 9.893 2.013 28.997 1.166 0.583 -11.529 0.006 =
0.003 19.6 0.68 14.01
SFAC O 3.049 13.277 2.287 5.701 1.546 0.324 0.867 32.909 0.251 0.011 0.006 =
32.5 0.68 16
SFAC Zn 14.074 3.265 7.032 0.233 5.165 10.316 2.41 58.71 1.304 0.284 1.43 =
5860 1.45 65.39
UNIT 224 144 32 32 8
L.S. 10
PLAN 10
SIZE 0.3 0.29 0.26
TEMP 24
BOND $H
CONF
fmap 2
acta
REM
REM
REM
WGHT 0.053400 9.635100
FVAR 0.03851
ZN1 5 0.500000 0.250000 1.061112 10.50000 0.03718 0.02490 =
0.02219 0.00000 0.00000 0.00511
O1 4 0.524043 0.335451 1.127243 11.00000 0.06276 0.03952 =
0.03691 -0.01309 -0.00977 0.00827
O2 4 0.501853 0.452523 1.069902 11.00000 0.09184 0.05045 =
0.02833 0.00152 -0.00697 -0.00586
N1 3 0.600535 0.215739 0.993343 11.00000 0.03287 0.02617 =
0.02689 0.00111 0.00112 0.00530
N2 3 0.689836 0.141569 0.923347 11.00000 0.03180 0.02379 =
0.02780 0.00274 0.00362 0.00487
C1 1 0.503906 0.458856 1.189178 11.00000 0.02975 0.02989 =
0.02631 -0.00182 -0.00234 -0.00005
C2 1 0.500000 0.415709 1.250000 10.50000 0.03164 0.02387 =
0.03332 0.00000 -0.00368 0.00000
AFIX 43
H2 2 0.500002 0.357815 1.250000 10.50000 -1.20000
AFIX 0
C5 1 0.626876 0.140522 0.974689 11.00000 0.03628 0.02497 =
0.02658 0.00424 0.00211 0.00491
AFIX 43
H5 2 0.604566 0.091956 0.994683 11.00000 -1.20000
AFIX 0
C6 1 0.648016 0.270428 0.950576 11.00000 0.02934 0.02641 =
0.02997 0.00117 -0.00445 0.00280
C7 1 0.705548 0.224727 0.906668 11.00000 0.02986 0.02662 =
0.02783 0.00356 -0.00323 0.00299
C8 1 0.764709 0.263240 0.859981 11.00000 0.03430 0.03820 =
0.03307 0.00562 0.00078 0.00061
AFIX 43
H8 2 0.805118 0.233009 0.832203 11.00000 -1.20000
AFIX 0
C9 1 0.759793 0.349073 0.857386 11.00000 0.04088 0.04213 =
0.04471 0.01381 -0.00287 -0.01121
AFIX 43
H9 2 0.798419 0.377503 0.827170 11.00000 -1.20000
AFIX 0
C10 1 0.698780 0.394359 0.898620 11.00000 0.04731 0.02641 =
0.05493 0.00790 -0.00639 -0.00607
AFIX 43
H10 2 0.695592 0.451838 0.893486 11.00000 -1.20000
AFIX 0
C11 1 0.643155 0.356745 0.946647 11.00000 0.04018 0.02553 =
0.04304 -0.00230 -0.00367 0.00211
AFIX 43
H11 2 0.604199 0.387489 0.975104 11.00000 -1.20000
AFIX 0
C12 1 0.750000 0.000000 0.923456 10.50000 0.03117 0.02768 =
0.02318 0.00000 0.00000 0.00354
AFIX 43
H12 2 0.750001 0.000000 0.970424 10.50000 -1.20000
AFIX 0
C13 1 0.723985 0.070899 0.817887 11.00000 0.03744 0.03169 =
0.02724 0.00347 -0.00174 0.00316
AFIX 43
H13 2 0.706904 0.118683 0.794342 11.00000 -1.20000
AFIX 0
C14 1 0.750000 0.000000 0.783605 10.50000 0.04384 0.03634 =
0.02191 0.00000 0.00000 0.00100
AFIX 43
H14 2 0.750000 0.000000 0.736636 10.50000 -1.20000
AFIX 0
C15 1 0.723507 0.070342 0.888053 11.00000 0.02593 0.02699 =
0.02782 -0.00062 0.00254 0.00344
C16 1 0.510369 0.413611 1.122591 11.00000 0.03670 0.03627 =
0.02835 -0.00498 -0.00266 -0.00173
C3 1 0.502241 0.545438 1.189612 11.00000 0.03359
AFIX 43
H3 2 0.502638 0.574511 1.148996 11.00000 -1.20000
AFIX 0
C4 1 0.500000 0.588543 1.250000 10.50000 0.03644
AFIX 43
H4 2 0.499999 0.646438 1.250001 10.50000 -1.20000
AFIX 0
HKLF 4 1 -1 0 0 0 1 0 0 0 -1
REM 1 in Ccca New: Ccca
REM R1 = 0.0395 for 2291 Fo > 4sig(Fo) and 0.0462 for all 2590 data
REM 162 parameters refined using 0 restraints
END
WGHT 0.0383 8.6546
REM Highest difference peak 0.493, deepest hole -0.327, 1-sigma level 0.067
Q1 1 0.5150 0.5731 1.2790 11.00000 0.05 0.49
Q2 1 0.5000 0.7500 1.1875 10.50000 0.05 0.49
Q3 1 0.6803 0.2492 0.9305 11.00000 0.05 0.41
Q4 1 0.4957 0.4371 1.1597 11.00000 0.05 0.37
Q5 1 0.6727 0.1431 0.9509 11.00000 0.05 0.31
Q6 1 0.5571 0.2392 1.0289 11.00000 0.05 0.30
Q7 1 0.5275 0.2686 1.0256 11.00000 0.05 0.30
Q8 1 0.7314 0.2407 0.8821 11.00000 0.05 0.30
Q9 1 0.4537 0.2712 1.0731 11.00000 0.05 0.29
Q10 1 0.6620 0.3639 0.9132 11.00000 0.05 0.29
;
_shelx_res_checksum 34357
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_5
_database_code_depnum_ccdc_archive 'CCDC 1846917'
_audit_update_record
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date 2018-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2017/1
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C34 H22 Cd N4 O5, H2 O'
_chemical_formula_sum 'C34 H24 Cd N4 O6'
_chemical_formula_weight 696.98
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Cd Cd -0.8080 1.2020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 10.4915(6)
_cell_length_b 12.5940(6)
_cell_length_c 13.9443(7)
_cell_angle_alpha 100.6360(10)
_cell_angle_beta 106.3050(10)
_cell_angle_gamma 103.4970(10)
_cell_volume 1656.63(15)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 9899
_cell_measurement_temperature 294(2)
_cell_measurement_theta_max 27.44
_cell_measurement_theta_min 2.91
_shelx_estimated_absorpt_T_max 0.843
_shelx_estimated_absorpt_T_min 0.790
_exptl_absorpt_coefficient_mu 0.707
_exptl_absorpt_correction_T_max 0.8430
_exptl_absorpt_correction_T_min 0.7899
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_absorpt_special_details ?
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.397
_exptl_crystal_density_meas .
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 704
_exptl_crystal_size_max 0.35
_exptl_crystal_size_mid 0.28
_exptl_crystal_size_min 0.25
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0280
_diffrn_reflns_av_unetI/netI 0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 24125
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full 25.007
_diffrn_reflns_theta_max 25.007
_diffrn_reflns_theta_min 2.909
_diffrn_ambient_temperature 294.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 5168
_reflns_number_total 5824
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max 0.505
_refine_diff_density_min -0.687
_refine_diff_density_rms 0.072
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.132
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 409
_refine_ls_number_reflns 5824
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.0410
_refine_ls_R_factor_gt 0.0341
_refine_ls_restrained_S_all 16.658
_refine_ls_shift/su_max 0.035
_refine_ls_shift/su_mean 0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0393P)^2^+2.0281P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0900
_refine_ls_wR_factor_ref 0.0922
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups
At 1.5 times of:
All O(H,H) groups
2. Restrained distances
Cd1-O4
2.3 with sigma of 0.01
3.a Free rotating group:
O1W(H1WA,H1WB)
3.b Aromatic/amide H refined with riding coordinates:
C15(H), C7(HA), C28(HB), C17(HC), C3(HD), C23(HE), C33(HF), C20(HG), C12(HH),
C10(HI), C4(HJ), C6(HK), C13(HL), C32(HM), C19(HN), C30(HO), C18(HP), C9(HQ),
C31(HR), C26(HS), C27(HT), C25(HU)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C24 C -0.2631(4) 0.3846(3) 0.5287(3) 0.0360(8) Uani 1 1 d . . . . .
Cd1 Cd 0.24229(2) 0.06442(2) 0.49949(2) 0.03072(10) Uani 1 1 d D . . . .
O1 O 0.4543(3) 0.0616(2) 0.6372(2) 0.0496(7) Uani 1 1 d . . . . .
C1 C 0.3775(4) -0.0279(3) 0.6420(3) 0.0342(8) Uani 1 1 d . . . . .
O2 O 0.2531(3) -0.0707(2) 0.58246(19) 0.0434(6) Uani 1 1 d . . . . .
O5 O 1.0365(3) 0.0422(2) 1.3752(2) 0.0547(7) Uani 1 1 d . . . . .
N2 N 0.0754(3) 0.3327(2) 0.6226(2) 0.0319(6) Uani 1 1 d . . . . .
C11 C 0.9175(4) -0.0948(3) 1.2145(3) 0.0352(8) Uani 1 1 d . . . . .
N4 N 0.3968(3) 0.1873(2) 0.4560(2) 0.0337(6) Uani 1 1 d . . . . .
O4 O 1.1333(3) -0.0874(3) 1.3356(2) 0.0567(8) Uani 1 1 d D . . . .
N1 N 0.1876(3) 0.2071(2) 0.5937(2) 0.0304(6) Uani 1 1 d . . . . .
N3 N 0.5938(3) 0.3211(2) 0.4823(2) 0.0362(7) Uani 1 1 d . . . . .
O3 O 0.5711(3) -0.2429(2) 0.9489(2) 0.0615(9) Uani 1 1 d . . . . .
C16 C 0.2697(3) 0.2900(3) 0.6859(3) 0.0310(7) Uani 1 1 d . . . . .
C15 C 0.0751(3) 0.2361(3) 0.5597(3) 0.0313(7) Uani 1 1 d . . . . .
H H 0.002135 0.194920 0.498687 0.038 Uiso 1 1 calc R . . . .
C14 C 1.0366(4) -0.0444(3) 1.3145(3) 0.0383(8) Uani 1 1 d . . . . .
C21 C 0.2012(3) 0.3688(3) 0.7055(3) 0.0318(7) Uani 1 1 d . . . . .
C22 C -0.0270(3) 0.3903(3) 0.6009(3) 0.0324(7) Uani 1 1 d . . . . .
C2 C 0.4326(4) -0.0849(3) 0.7227(2) 0.0332(8) Uani 1 1 d . . . . .
C7 C 0.5712(4) -0.0487(3) 0.7831(3) 0.0440(9) Uani 1 1 d . . . . .
HA H 0.632447 0.009853 0.771402 0.053 Uiso 1 1 calc R . . . .
C28 C 0.5290(4) 0.2310(3) 0.5094(3) 0.0361(8) Uani 1 1 d . . . . .
HB H 0.574934 0.202851 0.561561 0.043 Uiso 1 1 calc R . . . .
C17 C 0.4001(4) 0.2997(3) 0.7538(3) 0.0419(9) Uani 1 1 d . . . . .
HC H 0.447057 0.247448 0.740997 0.050 Uiso 1 1 calc R . . . .
C3 C 0.3442(4) -0.1733(3) 0.7389(3) 0.0416(9) Uani 1 1 d . . . . .
HD H 0.250940 -0.200136 0.697030 0.050 Uiso 1 1 calc R . . . .
C29 C 0.4911(4) 0.3366(3) 0.4014(3) 0.0375(8) Uani 1 1 d . . . . .
C23 C -0.1651(4) 0.3283(3) 0.5533(3) 0.0353(8) Uani 1 1 d . . . . .
HE H -0.192246 0.249552 0.537902 0.042 Uiso 1 1 calc R . . . .
C34 C 0.3690(4) 0.2525(3) 0.3866(3) 0.0349(8) Uani 1 1 d . . . . .
C33 C 0.2460(4) 0.2414(3) 0.3093(3) 0.0428(9) Uani 1 1 d . . . . .
HF H 0.164141 0.185413 0.298792 0.051 Uiso 1 1 calc R . . . .
C20 C 0.2569(4) 0.4585(3) 0.7944(3) 0.0420(9) Uani 1 1 d . . . . .
HG H 0.209005 0.509567 0.808723 0.050 Uiso 1 1 calc R . . . .
C12 C 0.9055(4) -0.1931(3) 1.1457(3) 0.0461(9) Uani 1 1 d . . . . .
HH H 0.974515 -0.228497 1.159939 0.055 Uiso 1 1 calc R . . . .
C5 C 0.5305(4) -0.1846(3) 0.8767(3) 0.0418(9) Uani 1 1 d . . . . .
C10 C 0.8135(4) -0.0436(3) 1.1926(3) 0.0442(9) Uani 1 1 d . . . . .
HI H 0.820305 0.022766 1.238761 0.053 Uiso 1 1 calc R . . . .
C4 C 0.3922(4) -0.2231(3) 0.8166(3) 0.0477(10) Uani 1 1 d . . . . .
HJ H 0.331198 -0.281996 0.828091 0.057 Uiso 1 1 calc R . . . .
C6 C 0.6212(4) -0.0979(3) 0.8607(3) 0.0477(10) Uani 1 1 d . . . . .
HK H 0.715013 -0.072496 0.901424 0.057 Uiso 1 1 calc R . . . .
C8 C 0.6900(4) -0.1875(3) 1.0360(3) 0.0444(10) Uani 1 1 d . . . . .
C13 C 0.7917(4) -0.2396(3) 1.0555(3) 0.0491(10) Uani 1 1 d . . . . .
HL H 0.784314 -0.305520 1.008619 0.059 Uiso 1 1 calc R . . . .
C32 C 0.2492(5) 0.3158(4) 0.2491(3) 0.0533(11) Uani 1 1 d . . . . .
HM H 0.168282 0.310264 0.196760 0.064 Uiso 1 1 calc R . . . .
C19 C 0.3863(4) 0.4680(3) 0.8602(3) 0.0498(10) Uani 1 1 d . . . . .
HN H 0.428282 0.528391 0.919581 0.060 Uiso 1 1 calc R . . . .
C30 C 0.4940(4) 0.4121(4) 0.3403(3) 0.0509(10) Uani 1 1 d . . . . .
HO H 0.575280 0.468339 0.350063 0.061 Uiso 1 1 calc R . . . .
C18 C 0.4563(4) 0.3902(3) 0.8406(3) 0.0500(10) Uani 1 1 d . . . . .
HP H 0.543572 0.399528 0.887527 0.060 Uiso 1 1 calc R . . . .
C9 C 0.6999(4) -0.0903(3) 1.1029(3) 0.0504(10) Uani 1 1 d . . . . .
HQ H 0.630338 -0.055486 1.088127 0.060 Uiso 1 1 calc R . . . .
C31 C 0.3716(5) 0.3993(4) 0.2652(4) 0.0607(12) Uani 1 1 d . . . . .
HR H 0.369977 0.448619 0.223056 0.073 Uiso 1 1 calc R . . . .
O1W O 0.2756(6) 0.7802(6) 0.2544(7) 0.177(3) Uani 1 1 d . . . . .
H1WA H 0.249528 0.712697 0.216348 0.265 Uiso 1 1 d G . . . .
H1WB H 0.219502 0.814976 0.229168 0.265 Uiso 1 1 d G . . . .
C26 C -0.0855(4) 0.5627(3) 0.5997(3) 0.0466(10) Uani 1 1 d . . . . .
HS H -0.058891 0.641377 0.615511 0.056 Uiso 1 1 calc R . . . .
C27 C 0.0143(4) 0.5082(3) 0.6240(3) 0.0402(9) Uani 1 1 d . . . . .
HT H 0.108003 0.549622 0.655456 0.048 Uiso 1 1 calc R . . . .
C25 C -0.2241(4) 0.5015(3) 0.5522(3) 0.0445(9) Uani 1 1 d . . . . .
HU H -0.290990 0.538642 0.536073 0.053 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
C24 0.0320(18) 0.038(2) 0.044(2) 0.0116(16) 0.0197(16) 0.0118(15)
Cd1 0.02752(14) 0.02790(14) 0.03080(14) 0.00657(10) 0.00015(10) 0.01034(10)
O1 0.0447(15) 0.0512(17) 0.0562(17) 0.0312(14) 0.0094(13) 0.0166(13)
C1 0.044(2) 0.0347(19) 0.0262(17) 0.0066(15) 0.0084(16) 0.0207(17)
O2 0.0437(15) 0.0358(14) 0.0376(14) 0.0087(11) -0.0065(12) 0.0134(12)
O5 0.0437(16) 0.0596(18) 0.0369(15) -0.0080(13) -0.0081(12) 0.0147(14)
N2 0.0282(14) 0.0264(14) 0.0375(16) 0.0024(12) 0.0104(12) 0.0071(12)
C11 0.0371(19) 0.0377(19) 0.0267(18) 0.0111(15) 0.0048(15) 0.0090(16)
N4 0.0306(16) 0.0382(16) 0.0361(16) 0.0127(13) 0.0116(13) 0.0147(13)
O4 0.0435(16) 0.0657(19) 0.0467(16) 0.0084(14) -0.0055(13) 0.0214(15)
N1 0.0265(14) 0.0302(15) 0.0321(15) 0.0059(12) 0.0084(12) 0.0079(12)
N3 0.0300(15) 0.0398(17) 0.0440(17) 0.0139(14) 0.0158(13) 0.0142(13)
O3 0.073(2) 0.0376(15) 0.0390(15) 0.0134(12) -0.0228(14) 0.0018(14)
C16 0.0317(18) 0.0282(17) 0.0307(18) 0.0077(14) 0.0101(14) 0.0055(14)
C15 0.0284(17) 0.0270(17) 0.0334(18) 0.0026(14) 0.0087(14) 0.0055(14)
C14 0.034(2) 0.044(2) 0.0309(19) 0.0140(17) 0.0051(15) 0.0053(16)
C21 0.0324(18) 0.0291(17) 0.0325(18) 0.0078(14) 0.0131(15) 0.0044(14)
C22 0.0347(19) 0.0279(17) 0.0375(19) 0.0068(15) 0.0167(15) 0.0111(15)
C2 0.0385(19) 0.0333(18) 0.0265(17) 0.0054(14) 0.0042(15) 0.0190(16)
C7 0.039(2) 0.048(2) 0.043(2) 0.0193(18) 0.0080(17) 0.0117(17)
C28 0.0345(19) 0.040(2) 0.039(2) 0.0153(16) 0.0138(16) 0.0152(16)
C17 0.038(2) 0.046(2) 0.036(2) 0.0083(17) 0.0061(16) 0.0139(17)
C3 0.039(2) 0.034(2) 0.038(2) 0.0077(16) -0.0039(16) 0.0068(16)
C29 0.039(2) 0.045(2) 0.042(2) 0.0185(17) 0.0210(17) 0.0240(17)
C23 0.0350(19) 0.0289(18) 0.045(2) 0.0082(15) 0.0183(16) 0.0099(15)
C34 0.0377(19) 0.041(2) 0.0348(19) 0.0136(16) 0.0158(16) 0.0202(16)
C33 0.039(2) 0.050(2) 0.043(2) 0.0146(18) 0.0133(17) 0.0209(18)
C20 0.054(2) 0.0313(19) 0.036(2) 0.0038(16) 0.0139(18) 0.0100(17)
C12 0.049(2) 0.045(2) 0.038(2) 0.0084(18) 0.0023(18) 0.0192(18)
C5 0.054(2) 0.0304(19) 0.0278(18) 0.0074(15) -0.0048(17) 0.0127(17)
C10 0.047(2) 0.040(2) 0.035(2) 0.0018(16) -0.0002(17) 0.0157(18)
C4 0.050(2) 0.033(2) 0.042(2) 0.0125(17) -0.0042(18) 0.0018(17)
C6 0.038(2) 0.052(2) 0.041(2) 0.0150(18) -0.0053(17) 0.0137(19)
C8 0.051(2) 0.034(2) 0.0277(19) 0.0102(16) -0.0100(16) 0.0043(17)
C13 0.068(3) 0.037(2) 0.030(2) 0.0008(16) 0.0028(18) 0.015(2)
C32 0.055(3) 0.069(3) 0.048(2) 0.028(2) 0.016(2) 0.033(2)
C19 0.062(3) 0.040(2) 0.033(2) 0.0007(17) 0.0068(19) 0.005(2)
C30 0.050(2) 0.056(3) 0.065(3) 0.031(2) 0.032(2) 0.024(2)
C18 0.045(2) 0.053(2) 0.036(2) 0.0074(18) -0.0007(18) 0.0063(19)
C9 0.051(2) 0.047(2) 0.042(2) 0.0096(18) -0.0052(18) 0.0229(19)
C31 0.068(3) 0.078(3) 0.067(3) 0.048(3) 0.035(2) 0.041(3)
O1W 0.111(4) 0.174(6) 0.275(9) 0.105(7) 0.065(5) 0.064(5)
C26 0.051(2) 0.0270(19) 0.065(3) 0.0073(18) 0.026(2) 0.0143(17)
C27 0.036(2) 0.0323(19) 0.052(2) 0.0054(17) 0.0197(17) 0.0083(16)
C25 0.042(2) 0.039(2) 0.061(3) 0.0103(18) 0.0254(19) 0.0213(18)
_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
C24 N3 1.420(4) 1_455 ?
C24 C23 1.383(5) . ?
C24 C25 1.381(5) . ?
Cd1 O1 2.510(2) . ?
Cd1 O2 2.234(2) . ?
Cd1 O5 2.276(3) 1_454 ?
Cd1 N4 2.263(3) . ?
Cd1 O4 2.467(3) 1_454 ?
Cd1 N1 2.306(3) . ?
Cd1 C14 2.716(3) 1_454 ?
O1 C1 1.249(4) . ?
C1 O2 1.257(4) . ?
C1 C2 1.497(5) . ?
O5 C14 1.250(5) . ?
N2 C15 1.361(4) . ?
N2 C21 1.398(4) . ?
N2 C22 1.425(4) . ?
C11 C14 1.494(5) . ?
C11 C12 1.375(5) . ?
C11 C10 1.383(5) . ?
N4 C28 1.301(4) . ?
N4 C34 1.394(4) . ?
O4 C14 1.248(4) . ?
N1 C16 1.395(4) . ?
N1 C15 1.305(4) . ?
N3 C28 1.354(4) . ?
N3 C29 1.403(4) . ?
O3 C5 1.382(4) . ?
O3 C8 1.396(4) . ?
C16 C21 1.385(5) . ?
C16 C17 1.391(5) . ?
C15 H 0.9300 . ?
C21 C20 1.387(5) . ?
C22 C23 1.375(5) . ?
C22 C27 1.393(5) . ?
C2 C7 1.376(5) . ?
C2 C3 1.370(5) . ?
C7 HA 0.9300 . ?
C7 C6 1.383(5) . ?
C28 HB 0.9300 . ?
C17 HC 0.9300 . ?
C17 C18 1.375(5) . ?
C3 HD 0.9300 . ?
C3 C4 1.384(5) . ?
C29 C34 1.394(5) . ?
C29 C30 1.389(5) . ?
C23 HE 0.9300 . ?
C34 C33 1.387(5) . ?
C33 HF 0.9300 . ?
C33 C32 1.369(6) . ?
C20 HG 0.9300 . ?
C20 C19 1.372(6) . ?
C12 HH 0.9300 . ?
C12 C13 1.381(5) . ?
C5 C4 1.372(5) . ?
C5 C6 1.368(6) . ?
C10 HI 0.9300 . ?
C10 C9 1.377(5) . ?
C4 HJ 0.9300 . ?
C6 HK 0.9300 . ?
C8 C13 1.369(6) . ?
C8 C9 1.357(6) . ?
C13 HL 0.9300 . ?
C32 HM 0.9300 . ?
C32 C31 1.388(6) . ?
C19 HN 0.9300 . ?
C19 C18 1.387(6) . ?
C30 HO 0.9300 . ?
C30 C31 1.363(6) . ?
C18 HP 0.9300 . ?
C9 HQ 0.9300 . ?
C31 HR 0.9300 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8499 . ?
C26 HS 0.9300 . ?
C26 C27 1.380(5) . ?
C26 C25 1.376(5) . ?
C27 HT 0.9300 . ?
C25 HU 0.9300 . ?
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
C23 C24 N3 119.2(3) . 1_455 ?
C25 C24 N3 119.9(3) . 1_455 ?
C25 C24 C23 120.9(3) . . ?
O1 Cd1 C14 147.81(11) . 1_454 ?
O2 Cd1 O1 54.63(9) . . ?
O2 Cd1 O5 117.55(10) . 1_454 ?
O2 Cd1 N4 135.05(10) . . ?
O2 Cd1 O4 87.82(9) . 1_454 ?
O2 Cd1 N1 109.33(10) . . ?
O2 Cd1 C14 103.85(10) . 1_454 ?
O5 Cd1 O1 172.09(10) 1_454 . ?
O5 Cd1 O4 54.54(9) 1_454 1_454 ?
O5 Cd1 N1 84.70(10) 1_454 . ?
O5 Cd1 C14 27.22(11) 1_454 1_454 ?
N4 Cd1 O1 84.46(9) . . ?
N4 Cd1 O5 102.46(11) . 1_454 ?
N4 Cd1 O4 100.38(10) . 1_454 ?
N4 Cd1 N1 93.16(10) . . ?
N4 Cd1 C14 102.86(10) . 1_454 ?
O4 Cd1 O1 120.87(9) 1_454 . ?
O4 Cd1 C14 27.33(10) 1_454 1_454 ?
N1 Cd1 O1 98.88(9) . . ?
N1 Cd1 O4 138.84(9) . 1_454 ?
N1 Cd1 C14 111.76(11) . 1_454 ?
C1 O1 Cd1 85.4(2) . . ?
O1 C1 O2 121.9(3) . . ?
O1 C1 C2 119.6(3) . . ?
O2 C1 C2 118.5(3) . . ?
C1 O2 Cd1 98.0(2) . . ?
C14 O5 Cd1 96.4(2) . 1_656 ?
C15 N2 C21 106.4(3) . . ?
C15 N2 C22 125.8(3) . . ?
C21 N2 C22 127.5(3) . . ?
C12 C11 C14 121.9(3) . . ?
C12 C11 C10 119.1(3) . . ?
C10 C11 C14 119.0(3) . . ?
C28 N4 Cd1 124.9(2) . . ?
C28 N4 C34 105.3(3) . . ?
C34 N4 Cd1 127.9(2) . . ?
C14 O4 Cd1 87.5(2) . 1_656 ?
C16 N1 Cd1 129.8(2) . . ?
C15 N1 Cd1 124.0(2) . . ?
C15 N1 C16 105.4(3) . . ?
C28 N3 C24 125.4(3) . 1_655 ?
C28 N3 C29 105.9(3) . . ?
C29 N3 C24 128.6(3) . 1_655 ?
C5 O3 C8 118.6(3) . . ?
C21 C16 N1 109.6(3) . . ?
C21 C16 C17 121.0(3) . . ?
C17 C16 N1 129.3(3) . . ?
N2 C15 H 123.4 . . ?
N1 C15 N2 113.2(3) . . ?
N1 C15 H 123.4 . . ?
O5 C14 Cd1 56.40(18) . 1_656 ?
O5 C14 C11 118.0(3) . . ?
C11 C14 Cd1 174.4(3) . 1_656 ?
O4 C14 Cd1 65.15(19) . 1_656 ?
O4 C14 O5 121.5(3) . . ?
O4 C14 C11 120.5(3) . . ?
C16 C21 N2 105.4(3) . . ?
C16 C21 C20 121.9(3) . . ?
C20 C21 N2 132.7(3) . . ?
C23 C22 N2 119.4(3) . . ?
C23 C22 C27 120.8(3) . . ?
C27 C22 N2 119.8(3) . . ?
C7 C2 C1 121.1(3) . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 C7 118.8(3) . . ?
C2 C7 HA 119.4 . . ?
C2 C7 C6 121.2(4) . . ?
C6 C7 HA 119.4 . . ?
N4 C28 N3 114.0(3) . . ?
N4 C28 HB 123.0 . . ?
N3 C28 HB 123.0 . . ?
C16 C17 HC 121.6 . . ?
C18 C17 C16 116.9(4) . . ?
C18 C17 HC 121.6 . . ?
C2 C3 HD 119.6 . . ?
C2 C3 C4 120.8(3) . . ?
C4 C3 HD 119.6 . . ?
C34 C29 N3 105.3(3) . . ?
C30 C29 N3 133.1(4) . . ?
C30 C29 C34 121.5(3) . . ?
C24 C23 HE 120.5 . . ?
C22 C23 C24 119.0(3) . . ?
C22 C23 HE 120.5 . . ?
C29 C34 N4 109.4(3) . . ?
C33 C34 N4 130.0(3) . . ?
C33 C34 C29 120.6(3) . . ?
C34 C33 HF 121.1 . . ?
C32 C33 C34 117.7(4) . . ?
C32 C33 HF 121.1 . . ?
C21 C20 HG 121.8 . . ?
C19 C20 C21 116.5(4) . . ?
C19 C20 HG 121.8 . . ?
C11 C12 HH 119.8 . . ?
C11 C12 C13 120.4(4) . . ?
C13 C12 HH 119.8 . . ?
C4 C5 O3 115.6(3) . . ?
C6 C5 O3 123.4(3) . . ?
C6 C5 C4 120.9(3) . . ?
C11 C10 HI 119.8 . . ?
C9 C10 C11 120.4(4) . . ?
C9 C10 HI 119.8 . . ?
C3 C4 HJ 120.3 . . ?
C5 C4 C3 119.3(4) . . ?
C5 C4 HJ 120.3 . . ?
C7 C6 HK 120.5 . . ?
C5 C6 C7 118.9(3) . . ?
C5 C6 HK 120.5 . . ?
C13 C8 O3 117.2(3) . . ?
C9 C8 O3 121.4(4) . . ?
C9 C8 C13 121.2(3) . . ?
C12 C13 HL 120.4 . . ?
C8 C13 C12 119.3(4) . . ?
C8 C13 HL 120.4 . . ?
C33 C32 HM 119.5 . . ?
C33 C32 C31 120.9(4) . . ?
C31 C32 HM 119.5 . . ?
C20 C19 HN 119.0 . . ?
C20 C19 C18 121.9(4) . . ?
C18 C19 HN 119.0 . . ?
C29 C30 HO 121.7 . . ?
C31 C30 C29 116.6(4) . . ?
C31 C30 HO 121.7 . . ?
C17 C18 C19 121.7(4) . . ?
C17 C18 HP 119.1 . . ?
C19 C18 HP 119.1 . . ?
C10 C9 HQ 120.2 . . ?
C8 C9 C10 119.6(4) . . ?
C8 C9 HQ 120.2 . . ?
C32 C31 HR 118.7 . . ?
C30 C31 C32 122.6(4) . . ?
C30 C31 HR 118.7 . . ?
H1WA O1W H1WB 109.5 . . ?
C27 C26 HS 119.7 . . ?
C25 C26 HS 119.7 . . ?
C25 C26 C27 120.6(3) . . ?
C22 C27 HT 120.4 . . ?
C26 C27 C22 119.2(3) . . ?
C26 C27 HT 120.4 . . ?
C24 C25 HU 120.2 . . ?
C26 C25 C24 119.5(3) . . ?
C26 C25 HU 120.2 . . ?
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
C24 N3 C28 N4 179.4(3) 1_655 . . . ?
C24 N3 C29 C34 -179.3(3) 1_655 . . . ?
C24 N3 C29 C30 2.3(6) 1_655 . . . ?
Cd1 O1 C1 O2 3.1(3) . . . . ?
Cd1 O1 C1 C2 -175.1(3) . . . . ?
Cd1 O5 C14 C11 -179.2(3) 1_656 . . . ?
Cd1 O5 C14 O4 0.0(4) 1_656 . . . ?
Cd1 N4 C28 N3 -165.4(2) . . . . ?
Cd1 N4 C34 C29 165.1(2) . . . . ?
Cd1 N4 C34 C33 -17.3(5) . . . . ?
Cd1 O4 C14 O5 0.0(4) 1_656 . . . ?
Cd1 O4 C14 C11 179.2(3) 1_656 . . . ?
Cd1 N1 C16 C21 170.5(2) . . . . ?
Cd1 N1 C16 C17 -10.1(5) . . . . ?
Cd1 N1 C15 N2 -171.0(2) . . . . ?
O1 C1 O2 Cd1 -3.5(4) . . . . ?
O1 C1 C2 C7 -8.4(5) . . . . ?
O1 C1 C2 C3 170.4(3) . . . . ?
C1 C2 C7 C6 177.1(3) . . . . ?
C1 C2 C3 C4 -176.7(3) . . . . ?
O2 C1 C2 C7 173.4(3) . . . . ?
O2 C1 C2 C3 -7.8(5) . . . . ?
N2 C21 C20 C19 179.9(4) . . . . ?
N2 C22 C23 C24 -177.3(3) . . . . ?
N2 C22 C27 C26 178.0(3) . . . . ?
C11 C12 C13 C8 -0.8(6) . . . . ?
C11 C10 C9 C8 0.3(6) . . . . ?
N4 C34 C33 C32 -177.6(4) . . . . ?
N1 C16 C21 N2 -0.4(4) . . . . ?
N1 C16 C21 C20 177.5(3) . . . . ?
N1 C16 C17 C18 -178.9(3) . . . . ?
N3 C24 C23 C22 -178.2(3) 1_455 . . . ?
N3 C24 C25 C26 178.3(4) 1_455 . . . ?
N3 C29 C34 N4 -0.4(4) . . . . ?
N3 C29 C34 C33 -178.3(3) . . . . ?
N3 C29 C30 C31 178.0(4) . . . . ?
O3 C5 C4 C3 -176.7(4) . . . . ?
O3 C5 C6 C7 176.8(4) . . . . ?
O3 C8 C13 C12 -174.3(4) . . . . ?
O3 C8 C9 C10 174.3(4) . . . . ?
C16 N1 C15 N2 -0.1(4) . . . . ?
C16 C21 C20 C19 2.6(5) . . . . ?
C16 C17 C18 C19 0.3(6) . . . . ?
C15 N2 C21 C16 0.3(4) . . . . ?
C15 N2 C21 C20 -177.3(4) . . . . ?
C15 N2 C22 C23 39.0(5) . . . . ?
C15 N2 C22 C27 -138.2(4) . . . . ?
C15 N1 C16 C21 0.3(4) . . . . ?
C15 N1 C16 C17 179.7(4) . . . . ?
C14 C11 C12 C13 177.8(4) . . . . ?
C14 C11 C10 C9 -177.7(4) . . . . ?
C21 N2 C15 N1 -0.2(4) . . . . ?
C21 N2 C22 C23 -148.1(3) . . . . ?
C21 N2 C22 C27 34.7(5) . . . . ?
C21 C16 C17 C18 0.4(5) . . . . ?
C21 C20 C19 C18 -1.9(6) . . . . ?
C22 N2 C15 N1 174.0(3) . . . . ?
C22 N2 C21 C16 -173.7(3) . . . . ?
C22 N2 C21 C20 8.7(6) . . . . ?
C2 C1 O2 Cd1 174.7(3) . . . . ?
C2 C7 C6 C5 0.5(6) . . . . ?
C2 C3 C4 C5 -1.3(6) . . . . ?
C7 C2 C3 C4 2.1(6) . . . . ?
C28 N4 C34 C29 0.2(4) . . . . ?
C28 N4 C34 C33 177.8(4) . . . . ?
C28 N3 C29 C34 0.5(4) . . . . ?
C28 N3 C29 C30 -177.9(4) . . . . ?
C17 C16 C21 N2 -179.9(3) . . . . ?
C17 C16 C21 C20 -1.9(5) . . . . ?
C3 C2 C7 C6 -1.7(6) . . . . ?
C29 N3 C28 N4 -0.4(4) . . . . ?
C29 C34 C33 C32 -0.2(5) . . . . ?
C29 C30 C31 C32 -0.1(7) . . . . ?
C23 C24 C25 C26 0.8(6) . . . . ?
C23 C22 C27 C26 0.8(6) . . . . ?
C34 N4 C28 N3 0.2(4) . . . . ?
C34 C29 C30 C31 -0.1(6) . . . . ?
C34 C33 C32 C31 -0.1(6) . . . . ?
C33 C32 C31 C30 0.2(7) . . . . ?
C20 C19 C18 C17 0.5(7) . . . . ?
C12 C11 C14 O5 -176.7(4) . . . . ?
C12 C11 C14 O4 4.1(6) . . . . ?
C12 C11 C10 C9 -0.2(6) . . . . ?
C5 O3 C8 C13 -126.0(4) . . . . ?
C5 O3 C8 C9 58.8(6) . . . . ?
C10 C11 C14 O5 0.7(5) . . . . ?
C10 C11 C14 O4 -178.6(4) . . . . ?
C10 C11 C12 C13 0.5(6) . . . . ?
C4 C5 C6 C7 0.4(6) . . . . ?
C6 C5 C4 C3 0.0(6) . . . . ?
C8 O3 C5 C4 -156.2(4) . . . . ?
C8 O3 C5 C6 27.2(6) . . . . ?
C13 C8 C9 C10 -0.7(7) . . . . ?
C30 C29 C34 N4 178.2(3) . . . . ?
C30 C29 C34 C33 0.3(6) . . . . ?
C9 C8 C13 C12 0.9(6) . . . . ?
C27 C22 C23 C24 -0.2(5) . . . . ?
C27 C26 C25 C24 -0.1(6) . . . . ?
C25 C24 C23 C22 -0.6(5) . . . . ?
C25 C26 C27 C22 -0.7(6) . . . . ?
_shelx_res_file
;
TITL 1 in P1 New: P-1
1.res
created by SHELXL-2017/1 at 15:04:18 on 03-Jun-2018
CELL 0.71073 10.4915 12.594 13.9443 100.636 106.305 103.497
ZERR 2 0.0006 0.0006 0.0007 0.001 0.001 0.001
LATT 1
SFAC C 2.310 20.844 1.02 10.208 1.589 0.569 0.865 51.651 0.216 0.003 0.002 =
11.5 0.68 12.01
SFAC H 0.493 10.511 0.323 26.126 0.14 3.142 0.041 57.8 0.003 0 0 0.624 =
0.35 1.008
SFAC Cd 19.221 0.595 17.644 6.909 4.461 24.701 1.603 87.483 5.069 -0.808 =
1.202 5180 1.69 112.41
SFAC N 12.213 0.006 3.132 9.893 2.013 28.997 1.166 0.583 -11.529 0.006 =
0.003 19.6 0.68 14.01
SFAC O 3.049 13.277 2.287 5.701 1.546 0.324 0.867 32.909 0.251 0.011 0.006 =
32.5 0.68 16
UNIT 68 48 2 8 12
DFIX 2.3 0.01 Cd1 O4
L.S. 10
PLAN 20
SIZE 0.35 0.28 0.25
TEMP 21
FREE Cd1 C1
BOND $H
CONF
MORE -1
fmap 2
acta
OMIT -3 50.02
REM
REM
REM
WGHT 0.039300 2.028100
FVAR 1.39961
C24 1 -0.263138 0.384638 0.528715 11.00000 0.03200 0.03751 =
0.04397 0.01158 0.01967 0.01182
CD1 3 0.242289 0.064418 0.499486 11.00000 0.02752 0.02790 =
0.03080 0.00657 0.00015 0.01034
O1 5 0.454275 0.061616 0.637207 11.00000 0.04466 0.05117 =
0.05618 0.03120 0.00941 0.01657
C1 1 0.377468 -0.027914 0.642010 11.00000 0.04372 0.03468 =
0.02619 0.00661 0.00844 0.02071
O2 5 0.253102 -0.070690 0.582462 11.00000 0.04366 0.03584 =
0.03762 0.00874 -0.00646 0.01343
O5 5 1.036503 0.042162 1.375163 11.00000 0.04371 0.05964 =
0.03694 -0.00796 -0.00806 0.01474
N2 4 0.075364 0.332684 0.622553 11.00000 0.02821 0.02637 =
0.03747 0.00237 0.01039 0.00713
C11 1 0.917466 -0.094792 1.214537 11.00000 0.03708 0.03773 =
0.02669 0.01112 0.00480 0.00903
N4 4 0.396841 0.187329 0.455981 11.00000 0.03060 0.03818 =
0.03610 0.01269 0.01161 0.01468
O4 5 1.133285 -0.087354 1.335580 11.00000 0.04354 0.06570 =
0.04674 0.00839 -0.00555 0.02142
N1 4 0.187626 0.207088 0.593682 11.00000 0.02649 0.03017 =
0.03210 0.00594 0.00844 0.00794
N3 4 0.593753 0.321065 0.482262 11.00000 0.03000 0.03981 =
0.04399 0.01387 0.01577 0.01419
O3 5 0.571066 -0.242896 0.948877 11.00000 0.07316 0.03762 =
0.03904 0.01338 -0.02283 0.00184
C16 1 0.269706 0.290008 0.685854 11.00000 0.03175 0.02823 =
0.03074 0.00771 0.01010 0.00549
C15 1 0.075112 0.236093 0.559694 11.00000 0.02839 0.02702 =
0.03339 0.00259 0.00869 0.00546
AFIX 43
H 2 0.002135 0.194920 0.498687 11.00000 -1.20000
AFIX 0
C14 1 1.036553 -0.044358 1.314544 11.00000 0.03427 0.04389 =
0.03091 0.01401 0.00508 0.00530
C21 1 0.201243 0.368832 0.705460 11.00000 0.03241 0.02915 =
0.03248 0.00777 0.01314 0.00441
C22 1 -0.026980 0.390260 0.600947 11.00000 0.03465 0.02790 =
0.03753 0.00675 0.01666 0.01110
C2 1 0.432617 -0.084891 0.722717 11.00000 0.03854 0.03328 =
0.02651 0.00541 0.00416 0.01897
C7 1 0.571247 -0.048736 0.783061 11.00000 0.03919 0.04777 =
0.04322 0.01927 0.00799 0.01166
AFIX 43
HA 2 0.632447 0.009853 0.771402 11.00000 -1.20000
AFIX 0
C28 1 0.529008 0.230988 0.509396 11.00000 0.03447 0.04002 =
0.03878 0.01531 0.01381 0.01518
AFIX 43
HB 2 0.574934 0.202851 0.561561 11.00000 -1.20000
AFIX 0
C17 1 0.400115 0.299718 0.753764 11.00000 0.03850 0.04632 =
0.03586 0.00831 0.00608 0.01387
AFIX 43
HC 2 0.447057 0.247448 0.740997 11.00000 -1.20000
AFIX 0
C3 1 0.344245 -0.173281 0.738860 11.00000 0.03865 0.03435 =
0.03756 0.00774 -0.00395 0.00682
AFIX 43
HD 2 0.250940 -0.200136 0.697030 11.00000 -1.20000
AFIX 0
C29 1 0.491091 0.336591 0.401370 11.00000 0.03870 0.04540 =
0.04233 0.01852 0.02102 0.02400
C23 1 -0.165137 0.328252 0.553325 11.00000 0.03497 0.02893 =
0.04461 0.00820 0.01830 0.00994
AFIX 43
HE 2 -0.192246 0.249552 0.537902 11.00000 -1.20000
AFIX 0
C34 1 0.368976 0.252524 0.386569 11.00000 0.03771 0.04057 =
0.03481 0.01362 0.01582 0.02025
C33 1 0.245984 0.241444 0.309324 11.00000 0.03905 0.05024 =
0.04349 0.01461 0.01334 0.02090
AFIX 43
HF 2 0.164141 0.185413 0.298792 11.00000 -1.20000
AFIX 0
C20 1 0.256878 0.458531 0.794400 11.00000 0.05384 0.03127 =
0.03619 0.00377 0.01395 0.01003
AFIX 43
HG 2 0.209005 0.509567 0.808723 11.00000 -1.20000
AFIX 0
C12 1 0.905526 -0.193083 1.145701 11.00000 0.04859 0.04470 =
0.03828 0.00839 0.00227 0.01916
AFIX 43
HH 2 0.974515 -0.228497 1.159939 11.00000 -1.20000
AFIX 0
C5 1 0.530475 -0.184613 0.876716 11.00000 0.05441 0.03039 =
0.02784 0.00741 -0.00479 0.01269
C10 1 0.813465 -0.043580 1.192620 11.00000 0.04675 0.03992 =
0.03450 0.00179 -0.00023 0.01565
AFIX 43
HI 2 0.820305 0.022766 1.238761 11.00000 -1.20000
AFIX 0
C4 1 0.392157 -0.223059 0.816645 11.00000 0.04988 0.03294 =
0.04223 0.01250 -0.00417 0.00175
AFIX 43
HJ 2 0.331198 -0.281996 0.828091 11.00000 -1.20000
AFIX 0
C6 1 0.621238 -0.097920 0.860724 11.00000 0.03820 0.05230 =
0.04109 0.01501 -0.00535 0.01365
AFIX 43
HK 2 0.715013 -0.072496 0.901424 11.00000 -1.20000
AFIX 0
C8 1 0.689964 -0.187456 1.036009 11.00000 0.05144 0.03443 =
0.02771 0.01016 -0.01001 0.00430
C13 1 0.791725 -0.239557 1.055541 11.00000 0.06769 0.03703 =
0.02964 0.00077 0.00275 0.01524
AFIX 43
HL 2 0.784314 -0.305520 1.008619 11.00000 -1.20000
AFIX 0
C32 1 0.249223 0.315799 0.249150 11.00000 0.05470 0.06931 =
0.04805 0.02797 0.01618 0.03288
AFIX 43
HM 2 0.168282 0.310264 0.196760 11.00000 -1.20000
AFIX 0
C19 1 0.386293 0.468013 0.860161 11.00000 0.06152 0.03973 =
0.03256 0.00065 0.00678 0.00476
AFIX 43
HN 2 0.428282 0.528391 0.919581 11.00000 -1.20000
AFIX 0
C30 1 0.494004 0.412055 0.340264 11.00000 0.04986 0.05640 =
0.06489 0.03076 0.03181 0.02358
AFIX 43
HO 2 0.575280 0.468339 0.350063 11.00000 -1.20000
AFIX 0
C18 1 0.456315 0.390220 0.840630 11.00000 0.04521 0.05295 =
0.03571 0.00744 -0.00075 0.00627
AFIX 43
HP 2 0.543572 0.399528 0.887527 11.00000 -1.20000
AFIX 0
C9 1 0.699862 -0.090302 1.102855 11.00000 0.05078 0.04748 =
0.04225 0.00959 -0.00524 0.02287
AFIX 43
HQ 2 0.630338 -0.055486 1.088127 11.00000 -1.20000
AFIX 0
C31 1 0.371577 0.399336 0.265203 11.00000 0.06834 0.07759 =
0.06665 0.04828 0.03452 0.04138
AFIX 43
HR 2 0.369977 0.448619 0.223056 11.00000 -1.20000
AFIX 6
O1W 5 0.275608 0.780225 0.254353 11.00000 0.11062 0.17419 =
0.27475 0.10477 0.06488 0.06359
H1WA 2 0.249528 0.712697 0.216348 11.00000 -1.50000
H1WB 2 0.219502 0.814976 0.229168 11.00000 -1.50000
AFIX 0
C26 1 -0.085514 0.562660 0.599691 11.00000 0.05087 0.02700 =
0.06513 0.00729 0.02577 0.01431
AFIX 43
HS 2 -0.058891 0.641377 0.615511 11.00000 -1.20000
AFIX 0
C27 1 0.014320 0.508152 0.624031 11.00000 0.03606 0.03226 =
0.05197 0.00541 0.01966 0.00833
AFIX 43
HT 2 0.108003 0.549622 0.655456 11.00000 -1.20000
AFIX 0
C25 1 -0.224111 0.501517 0.552213 11.00000 0.04236 0.03900 =
0.06105 0.01034 0.02540 0.02128
AFIX 43
HU 2 -0.290990 0.538642 0.536073 11.00000 -1.20000
AFIX 0
HKLF 4
REM 1 in P1 New: P-1
REM R1 = 0.0341 for 5168 Fo > 4sig(Fo) and 0.0410 for all 5824 data
REM 409 parameters refined using 1 restraints
END
WGHT 0.0393 2.0363
REM Highest difference peak 0.505, deepest hole -0.687, 1-sigma level 0.072
Q1 1 0.5041 -0.0583 0.9927 11.00000 0.05 0.47
Q2 1 0.1880 0.0462 0.5348 11.00000 0.05 0.43
Q3 1 0.2224 0.6890 0.1891 11.00000 0.05 0.43
Q4 1 0.2574 -0.0797 0.4989 11.00000 0.05 0.37
Q5 1 -0.1422 0.1904 0.5671 11.00000 0.05 0.26
Q6 1 0.2485 0.1318 0.4883 11.00000 0.05 0.25
Q7 1 0.1601 -0.0414 0.4617 11.00000 0.05 0.25
Q8 1 0.1536 -0.0645 0.5442 11.00000 0.05 0.24
Q9 1 0.6154 0.0583 1.0654 11.00000 0.05 0.24
Q10 1 0.2490 -0.0280 0.5085 11.00000 0.05 0.23
Q11 1 0.3391 0.1222 0.4811 11.00000 0.05 0.23
Q12 1 0.1866 0.3149 0.5022 11.00000 0.05 0.23
Q13 1 0.1719 -0.0276 0.4878 11.00000 0.05 0.23
Q14 1 0.2780 0.0204 0.4555 11.00000 0.05 0.23
Q15 1 0.1116 -0.0619 0.5221 11.00000 0.05 0.23
Q16 1 -0.2477 0.4374 0.4950 11.00000 0.05 0.22
Q17 1 1.0966 -0.0871 1.4389 11.00000 0.05 0.22
Q18 1 0.5017 0.5638 0.9107 11.00000 0.05 0.22
Q19 1 0.9820 -0.0649 1.2567 11.00000 0.05 0.22
Q20 1 0.3779 0.2127 0.4239 11.00000 0.05 0.22
;
_shelx_res_checksum 16094
_platon_squeeze_details
;
;
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_2
_database_code_depnum_ccdc_archive 'CCDC 1846914'
_audit_update_record
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date 2018-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2017/1
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C34 H22 N4 O5 Zn'
_chemical_formula_sum 'C34 H22 N4 O5 Zn'
_chemical_formula_weight 631.95
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2840 1.4300 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 10.4474(13)
_cell_length_b 12.4603(16)
_cell_length_c 13.9284(18)
_cell_angle_alpha 101.248(3)
_cell_angle_beta 108.513(3)
_cell_angle_gamma 103.284(3)
_cell_volume 1601.2(4)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 5011
_cell_measurement_temperature 300(2)
_cell_measurement_theta_max 23.81
_cell_measurement_theta_min 2.91
_shelx_estimated_absorpt_T_max 0.835
_shelx_estimated_absorpt_T_min 0.770
_exptl_absorpt_coefficient_mu 0.813
_exptl_absorpt_correction_T_max 0.8351
_exptl_absorpt_correction_T_min 0.7697
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_absorpt_special_details ?
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.311
_exptl_crystal_density_meas .
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 648
_exptl_crystal_size_max 0.34
_exptl_crystal_size_mid 0.27
_exptl_crystal_size_min 0.23
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0962
_diffrn_reflns_av_unetI/netI 0.1162
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 23076
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full 25.009
_diffrn_reflns_theta_max 25.009
_diffrn_reflns_theta_min 2.909
_diffrn_ambient_temperature 300.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3687
_reflns_number_total 5633
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max 0.706
_refine_diff_density_min -0.782
_refine_diff_density_rms 0.100
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.100
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 397
_refine_ls_number_reflns 5633
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1264
_refine_ls_R_factor_gt 0.0780
_refine_ls_restrained_S_all 1.100
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0747P)^2^+4.5539P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1843
_refine_ls_wR_factor_ref 0.1997
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
C27(H27), C15(H15), C28(H28), C3(H3), C18(H18), C30(H30), C17(H17), C31(H31),
C13(H13), C10(H10), C12(H12), C23(H23), C9(H9), C24(H24), C25(H25), C7(H7),
C20(H20), C32(H32), C33(H33), C4(H4), C6(H6), C19(H19)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C26 C -0.2674(7) 0.8727(5) 0.5278(5) 0.0295(16) Uani 1 1 d . . . . .
C27 C -0.1640(7) 0.8178(5) 0.5521(5) 0.0279(15) Uani 1 1 d . . . . .
H27 H -0.190617 0.738081 0.537668 0.033 Uiso 1 1 calc R . . . .
Zn1 Zn 0.24860(8) 0.57278(6) 0.50543(6) 0.0249(3) Uani 1 1 d . . . . .
O1 O 0.0681(5) 0.5169(4) 0.3824(4) 0.0424(13) Uani 1 1 d . . . . .
C14 C -0.6159(9) 0.4861(7) -0.3566(6) 0.044(2) Uani 1 1 d . . . . .
N1 N 0.2007(5) 0.7043(4) 0.5900(4) 0.0272(13) Uani 1 1 d . . . . .
O3 O -0.4507(6) 0.2588(4) -0.0482(4) 0.0553(15) Uani 1 1 d . . . . .
O4 O -0.7445(6) 0.4516(4) -0.4186(4) 0.0496(14) Uani 1 1 d . . . . .
N4 N 0.3896(6) 0.6753(5) 0.4616(4) 0.0315(14) Uani 1 1 d . . . . .
C2 C -0.0729(7) 0.3870(6) 0.2149(5) 0.0341(17) Uani 1 1 d . . . . .
N2 N 0.0839(5) 0.8267(4) 0.6193(4) 0.0308(13) Uani 1 1 d . . . . .
C15 C 0.0828(6) 0.7293(5) 0.5570(5) 0.0288(16) Uani 1 1 d . . . . .
H15 H 0.005097 0.683833 0.495897 0.035 Uiso 1 1 calc R . . . .
C16 C 0.2876(6) 0.7917(5) 0.6820(5) 0.0268(15) Uani 1 1 d . . . . .
N3 N 0.5875(6) 0.8065(5) 0.4823(4) 0.0308(13) Uani 1 1 d . . . . .
C29 C 0.3553(7) 0.7353(6) 0.3880(5) 0.0292(16) Uani 1 1 d . . . . .
C28 C 0.5279(6) 0.7191(6) 0.5142(5) 0.0298(16) Uani 1 1 d . . . . .
H28 H 0.578952 0.692770 0.567432 0.036 Uiso 1 1 calc R . . . .
C1 C 0.0587(8) 0.4281(6) 0.3128(5) 0.0362(17) Uani 1 1 d . . . . .
C3 C -0.1723(8) 0.4435(6) 0.2017(6) 0.0426(19) Uani 1 1 d . . . . .
H3 H -0.155800 0.510070 0.253803 0.051 Uiso 1 1 calc R . . . .
C34 C 0.4801(7) 0.8195(6) 0.4011(5) 0.0314(16) Uani 1 1 d . . . . .
C18 C 0.4836(8) 0.9007(6) 0.8390(6) 0.046(2) Uani 1 1 d . . . . .
H18 H 0.575970 0.915014 0.885998 0.056 Uiso 1 1 calc R . . . .
O5 O -0.5305(7) 0.5723(5) -0.3560(5) 0.0672(17) Uani 1 1 d . . . . .
C11 C -0.5707(7) 0.4229(6) -0.2774(5) 0.0329(17) Uani 1 1 d . . . . .
O2 O 0.1502(6) 0.3804(5) 0.3243(4) 0.0651(17) Uani 1 1 d . . . . .
C8 C -0.4854(8) 0.3181(6) -0.1220(5) 0.0369(18) Uani 1 1 d . . . . .
C21 C 0.2168(7) 0.8689(5) 0.7031(5) 0.0288(15) Uani 1 1 d . . . . .
C30 C 0.2246(8) 0.7230(6) 0.3098(6) 0.0396(18) Uani 1 1 d . . . . .
H30 H 0.140854 0.668960 0.301256 0.048 Uiso 1 1 calc R . . . .
C22 C -0.0227(7) 0.8823(6) 0.5975(5) 0.0287(15) Uani 1 1 d . . . . .
C17 C 0.4249(7) 0.8055(6) 0.7515(6) 0.0403(18) Uani 1 1 d . . . . .
H17 H 0.473292 0.753639 0.739272 0.048 Uiso 1 1 calc R . . . .
C5 C -0.3211(8) 0.3068(6) 0.0376(5) 0.0415(19) Uani 1 1 d . . . . .
C31 C 0.2267(8) 0.7945(7) 0.2467(6) 0.047(2) Uani 1 1 d . . . . .
H31 H 0.142415 0.786641 0.192441 0.057 Uiso 1 1 calc R . . . .
C13 C -0.3867(8) 0.3997(7) -0.1364(6) 0.0444(19) Uani 1 1 d . . . . .
H13 H -0.290756 0.419871 -0.094267 0.053 Uiso 1 1 calc R . . . .
C10 C -0.6680(8) 0.3364(6) -0.2644(6) 0.0411(19) Uani 1 1 d . . . . .
H10 H -0.763168 0.313294 -0.309251 0.049 Uiso 1 1 calc R . . . .
C12 C -0.4309(8) 0.4515(7) -0.2138(6) 0.0433(19) Uani 1 1 d . . . . .
H12 H -0.363710 0.507439 -0.223243 0.052 Uiso 1 1 calc R . . . .
C23 C 0.0178(8) 1.0022(6) 0.6215(6) 0.0393(18) Uani 1 1 d . . . . .
H23 H 0.113477 1.045784 0.652915 0.047 Uiso 1 1 calc R . . . .
C9 C -0.6273(8) 0.2842(6) -0.1871(6) 0.0439(19) Uani 1 1 d . . . . .
H9 H -0.693880 0.226940 -0.178618 0.053 Uiso 1 1 calc R . . . .
C24 C -0.0849(8) 1.0551(6) 0.5983(6) 0.0407(19) Uani 1 1 d . . . . .
H24 H -0.058587 1.134947 0.613844 0.049 Uiso 1 1 calc R . . . .
C25 C -0.2271(8) 0.9909(6) 0.5520(6) 0.0412(19) Uani 1 1 d . . . . .
H25 H -0.295857 1.027737 0.537060 0.049 Uiso 1 1 calc R . . . .
C7 C -0.1011(9) 0.2882(7) 0.1384(6) 0.053(2) Uani 1 1 d . . . . .
H7 H -0.035751 0.247717 0.146310 0.064 Uiso 1 1 calc R . . . .
C20 C 0.2755(8) 0.9618(6) 0.7934(5) 0.0401(18) Uani 1 1 d . . . . .
H20 H 0.225869 1.011861 0.808033 0.048 Uiso 1 1 calc R . . . .
C32 C 0.3510(9) 0.8791(7) 0.2608(6) 0.051(2) Uani 1 1 d . . . . .
H32 H 0.345837 0.927058 0.217195 0.061 Uiso 1 1 calc R . . . .
C33 C 0.4799(8) 0.8933(6) 0.3368(6) 0.0429(19) Uani 1 1 d . . . . .
H33 H 0.562466 0.948750 0.345303 0.051 Uiso 1 1 calc R . . . .
C4 C -0.2973(8) 0.4036(7) 0.1122(6) 0.052(2) Uani 1 1 d . . . . .
H4 H -0.363349 0.443425 0.104037 0.062 Uiso 1 1 calc R . . . .
C6 C -0.2260(8) 0.2470(6) 0.0486(6) 0.051(2) Uani 1 1 d . . . . .
H6 H -0.244200 0.179678 -0.003269 0.062 Uiso 1 1 calc R . . . .
C19 C 0.4097(9) 0.9759(6) 0.8594(6) 0.050(2) Uani 1 1 d . . . . .
H19 H 0.453417 1.038053 0.920410 0.059 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
C26 0.033(4) 0.024(4) 0.035(4) 0.004(3) 0.023(3) 0.002(3)
C27 0.032(4) 0.015(3) 0.039(4) 0.006(3) 0.019(3) 0.006(3)
Zn1 0.0222(4) 0.0248(4) 0.0257(4) 0.0074(3) 0.0058(3) 0.0080(3)
O1 0.040(3) 0.038(3) 0.033(3) 0.008(2) 0.002(2) 0.000(2)
C14 0.063(6) 0.041(5) 0.044(5) 0.014(4) 0.030(5) 0.034(5)
N1 0.022(3) 0.026(3) 0.030(3) 0.002(3) 0.010(3) 0.006(3)
O3 0.061(4) 0.038(3) 0.037(3) 0.015(3) -0.015(3) 0.005(3)
O4 0.067(4) 0.048(3) 0.029(3) 0.012(2) 0.001(3) 0.033(3)
N4 0.033(3) 0.036(3) 0.040(3) 0.023(3) 0.021(3) 0.016(3)
C2 0.036(4) 0.037(4) 0.022(4) 0.011(3) 0.006(3) 0.004(3)
N2 0.028(3) 0.024(3) 0.036(3) 0.001(3) 0.012(3) 0.006(3)
C15 0.018(3) 0.024(4) 0.032(4) 0.003(3) 0.002(3) -0.002(3)
C16 0.025(4) 0.025(4) 0.030(4) 0.012(3) 0.010(3) 0.004(3)
N3 0.034(3) 0.034(3) 0.040(4) 0.019(3) 0.024(3) 0.018(3)
C29 0.034(4) 0.039(4) 0.027(4) 0.013(3) 0.019(3) 0.020(3)
C28 0.021(4) 0.035(4) 0.034(4) 0.013(3) 0.009(3) 0.009(3)
C1 0.040(4) 0.037(4) 0.025(4) 0.014(4) 0.007(3) 0.003(4)
C3 0.052(5) 0.037(4) 0.028(4) 0.002(3) 0.003(4) 0.019(4)
C34 0.032(4) 0.039(4) 0.037(4) 0.015(3) 0.024(3) 0.017(3)
C18 0.033(4) 0.043(5) 0.042(5) 0.012(4) 0.000(4) -0.005(4)
O5 0.086(5) 0.068(4) 0.081(5) 0.051(4) 0.045(4) 0.040(4)
C11 0.041(4) 0.040(4) 0.019(4) 0.007(3) 0.008(3) 0.020(4)
O2 0.045(3) 0.087(5) 0.049(4) 0.017(3) -0.008(3) 0.035(3)
C8 0.053(5) 0.029(4) 0.022(4) 0.008(3) 0.005(4) 0.014(4)
C21 0.024(4) 0.028(4) 0.027(4) 0.007(3) 0.006(3) 0.001(3)
C30 0.043(5) 0.037(4) 0.038(4) 0.008(4) 0.014(4) 0.014(4)
C22 0.031(4) 0.032(4) 0.028(4) 0.010(3) 0.017(3) 0.010(3)
C17 0.034(4) 0.039(4) 0.039(4) 0.010(4) 0.006(4) 0.008(4)
C5 0.043(5) 0.036(4) 0.028(4) 0.012(4) -0.003(4) 0.001(4)
C31 0.046(5) 0.058(5) 0.046(5) 0.021(4) 0.016(4) 0.028(4)
C13 0.036(4) 0.055(5) 0.036(4) 0.015(4) 0.005(4) 0.015(4)
C10 0.043(5) 0.035(4) 0.033(4) 0.004(4) 0.000(4) 0.016(4)
C12 0.046(5) 0.051(5) 0.040(5) 0.023(4) 0.019(4) 0.016(4)
C23 0.044(4) 0.028(4) 0.050(5) 0.009(4) 0.024(4) 0.012(4)
C9 0.034(4) 0.036(4) 0.041(5) 0.008(4) -0.001(4) -0.003(3)
C24 0.044(5) 0.017(4) 0.064(5) 0.013(4) 0.028(4) 0.005(3)
C25 0.046(5) 0.043(5) 0.051(5) 0.015(4) 0.030(4) 0.026(4)
C7 0.055(5) 0.050(5) 0.045(5) 0.004(4) 0.005(4) 0.025(4)
C20 0.053(5) 0.032(4) 0.031(4) 0.003(3) 0.015(4) 0.011(4)
C32 0.062(6) 0.067(6) 0.043(5) 0.034(4) 0.025(5) 0.030(5)
C33 0.056(5) 0.044(5) 0.046(5) 0.023(4) 0.032(4) 0.022(4)
C4 0.052(5) 0.042(5) 0.040(5) 0.003(4) -0.007(4) 0.018(4)
C6 0.060(5) 0.036(5) 0.034(5) -0.003(4) -0.006(4) 0.014(4)
C19 0.064(6) 0.024(4) 0.039(5) -0.002(4) 0.009(4) 0.001(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
C26 C27 1.394(9) . ?
C26 N3 1.411(8) 1_455 ?
C26 C25 1.375(9) . ?
C27 H27 0.9300 . ?
C27 C22 1.374(9) . ?
Zn1 O1 1.964(5) . ?
Zn1 C14 2.578(8) 1_656 ?
Zn1 N1 2.079(5) . ?
Zn1 O4 2.008(5) 1_656 ?
Zn1 N4 2.045(5) . ?
Zn1 O5 2.497(6) 1_656 ?
O1 C1 1.282(8) . ?
C14 O4 1.260(9) . ?
C14 O5 1.225(9) . ?
C14 C11 1.496(10) . ?
N1 C15 1.303(8) . ?
N1 C16 1.384(8) . ?
O3 C8 1.385(8) . ?
O3 C5 1.393(8) . ?
N4 C29 1.389(8) . ?
N4 C28 1.316(8) . ?
C2 C1 1.492(9) . ?
C2 C3 1.368(10) . ?
C2 C7 1.364(10) . ?
N2 C15 1.343(8) . ?
N2 C21 1.401(8) . ?
N2 C22 1.426(8) . ?
C15 H15 0.9300 . ?
C16 C21 1.383(9) . ?
C16 C17 1.401(9) . ?
N3 C28 1.351(8) . ?
N3 C34 1.382(8) . ?
C29 C34 1.407(9) . ?
C29 C30 1.402(9) . ?
C28 H28 0.9300 . ?
C1 O2 1.221(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(10) . ?
C34 C33 1.404(9) . ?
C18 H18 0.9300 . ?
C18 C17 1.376(10) . ?
C18 C19 1.387(10) . ?
C11 C10 1.384(10) . ?
C11 C12 1.364(9) . ?
C8 C13 1.366(10) . ?
C8 C9 1.380(9) . ?
C21 C20 1.384(9) . ?
C30 H30 0.9300 . ?
C30 C31 1.370(10) . ?
C22 C23 1.397(9) . ?
C17 H17 0.9300 . ?
C5 C4 1.344(10) . ?
C5 C6 1.361(10) . ?
C31 H31 0.9300 . ?
C31 C32 1.401(11) . ?
C13 H13 0.9300 . ?
C13 C12 1.373(10) . ?
C10 H10 0.9300 . ?
C10 C9 1.369(10) . ?
C12 H12 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.370(9) . ?
C9 H9 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.381(10) . ?
C25 H25 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.391(10) . ?
C20 H20 0.9300 . ?
C20 C19 1.360(10) . ?
C32 H32 0.9300 . ?
C32 C33 1.370(10) . ?
C33 H33 0.9300 . ?
C4 H4 0.9300 . ?
C6 H6 0.9300 . ?
C19 H19 0.9300 . ?
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
C27 C26 N3 119.6(6) . 1_455 ?
C25 C26 C27 119.7(6) . . ?
C25 C26 N3 120.7(6) . 1_455 ?
C26 C27 H27 120.2 . . ?
C22 C27 C26 119.6(6) . . ?
C22 C27 H27 120.2 . . ?
O1 Zn1 C14 135.8(2) . 1_656 ?
O1 Zn1 N1 96.3(2) . . ?
O1 Zn1 O4 108.2(2) . 1_656 ?
O1 Zn1 N4 105.2(2) . . ?
O1 Zn1 O5 160.3(2) . 1_656 ?
N1 Zn1 C14 105.8(2) . 1_656 ?
N1 Zn1 O5 100.4(2) . 1_656 ?
O4 Zn1 C14 28.6(2) 1_656 1_656 ?
O4 Zn1 N1 108.4(2) 1_656 . ?
O4 Zn1 N4 135.0(2) 1_656 . ?
O4 Zn1 O5 56.5(2) 1_656 1_656 ?
N4 Zn1 C14 109.4(2) . 1_656 ?
N4 Zn1 N1 97.0(2) . . ?
N4 Zn1 O5 83.2(2) . 1_656 ?
O5 Zn1 C14 27.9(2) 1_656 1_656 ?
C1 O1 Zn1 113.1(5) . . ?
O4 C14 Zn1 49.7(4) . 1_454 ?
O4 C14 C11 118.0(7) . . ?
O5 C14 Zn1 72.4(5) . 1_454 ?
O5 C14 O4 122.0(7) . . ?
O5 C14 C11 119.8(8) . . ?
C11 C14 Zn1 166.8(6) . 1_454 ?
C15 N1 Zn1 124.8(4) . . ?
C15 N1 C16 105.2(5) . . ?
C16 N1 Zn1 129.4(4) . . ?
C8 O3 C5 118.9(5) . . ?
C14 O4 Zn1 101.7(5) . 1_454 ?
C29 N4 Zn1 125.8(4) . . ?
C28 N4 Zn1 126.2(4) . . ?
C28 N4 C29 106.2(5) . . ?
C3 C2 C1 121.2(7) . . ?
C7 C2 C1 120.7(7) . . ?
C7 C2 C3 118.0(7) . . ?
C15 N2 C21 106.2(5) . . ?
C15 N2 C22 126.4(6) . . ?
C21 N2 C22 127.0(5) . . ?
N1 C15 N2 113.7(6) . . ?
N1 C15 H15 123.1 . . ?
N2 C15 H15 123.1 . . ?
N1 C16 C17 129.2(6) . . ?
C21 C16 N1 109.8(5) . . ?
C21 C16 C17 121.0(6) . . ?
C28 N3 C26 124.8(6) . 1_655 ?
C28 N3 C34 107.4(5) . . ?
C34 N3 C26 127.8(6) . 1_655 ?
N4 C29 C34 108.5(6) . . ?
N4 C29 C30 130.8(6) . . ?
C30 C29 C34 120.7(6) . . ?
N4 C28 N3 112.4(6) . . ?
N4 C28 H28 123.8 . . ?
N3 C28 H28 123.8 . . ?
O1 C1 C2 114.9(7) . . ?
O2 C1 O1 123.2(7) . . ?
O2 C1 C2 121.9(7) . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.5(7) . . ?
C4 C3 H3 119.2 . . ?
N3 C34 C29 105.5(6) . . ?
N3 C34 C33 132.5(7) . . ?
C33 C34 C29 121.9(6) . . ?
C17 C18 H18 118.9 . . ?
C17 C18 C19 122.2(7) . . ?
C19 C18 H18 118.9 . . ?
C14 O5 Zn1 79.7(5) . 1_454 ?
C10 C11 C14 121.7(7) . . ?
C12 C11 C14 120.2(7) . . ?
C12 C11 C10 118.1(6) . . ?
C13 C8 O3 123.3(7) . . ?
C13 C8 C9 120.8(6) . . ?
C9 C8 O3 115.8(6) . . ?
C16 C21 N2 105.0(5) . . ?
C16 C21 C20 122.5(6) . . ?
C20 C21 N2 132.5(6) . . ?
C29 C30 H30 121.7 . . ?
C31 C30 C29 116.6(7) . . ?
C31 C30 H30 121.7 . . ?
C27 C22 N2 120.0(6) . . ?
C27 C22 C23 120.5(6) . . ?
C23 C22 N2 119.5(6) . . ?
C16 C17 H17 122.1 . . ?
C18 C17 C16 115.9(7) . . ?
C18 C17 H17 122.1 . . ?
C4 C5 O3 120.4(7) . . ?
C4 C5 C6 121.3(7) . . ?
C6 C5 O3 118.0(7) . . ?
C30 C31 H31 118.8 . . ?
C30 C31 C32 122.5(7) . . ?
C32 C31 H31 118.8 . . ?
C8 C13 H13 120.4 . . ?
C8 C13 C12 119.1(7) . . ?
C12 C13 H13 120.4 . . ?
C11 C10 H10 119.3 . . ?
C9 C10 C11 121.4(7) . . ?
C9 C10 H10 119.3 . . ?
C11 C12 C13 121.7(7) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C22 C23 H23 120.4 . . ?
C24 C23 C22 119.3(7) . . ?
C24 C23 H23 120.4 . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.8(7) . . ?
C10 C9 H9 120.6 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.6(6) . . ?
C25 C24 H24 119.7 . . ?
C26 C25 C24 120.3(6) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C2 C7 H7 119.5 . . ?
C2 C7 C6 121.1(7) . . ?
C6 C7 H7 119.5 . . ?
C21 C20 H20 121.9 . . ?
C19 C20 C21 116.2(7) . . ?
C19 C20 H20 121.9 . . ?
C31 C32 H32 119.0 . . ?
C33 C32 C31 122.1(7) . . ?
C33 C32 H32 119.0 . . ?
C34 C33 H33 121.9 . . ?
C32 C33 C34 116.2(7) . . ?
C32 C33 H33 121.9 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(7) . . ?
C5 C4 H4 120.5 . . ?
C5 C6 C7 119.1(7) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C18 C19 H19 118.9 . . ?
C20 C19 C18 122.3(7) . . ?
C20 C19 H19 118.9 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C26 C27 C22 N2 -177.8(6) . . . . ?
C26 C27 C22 C23 1.4(10) . . . . ?
C26 N3 C28 N4 177.1(6) 1_655 . . . ?
C26 N3 C34 C29 -178.0(6) 1_655 . . . ?
C26 N3 C34 C33 3.8(11) 1_655 . . . ?
C27 C26 C25 C24 1.2(10) . . . . ?
C27 C22 C23 C24 -0.7(11) . . . . ?
Zn1 O1 C1 C2 -176.4(4) . . . . ?
Zn1 O1 C1 O2 3.1(9) . . . . ?
Zn1 C14 C11 C10 13(3) 1_454 . . . ?
Zn1 C14 C11 C12 -165.3(19) 1_454 . . . ?
Zn1 N1 C15 N2 -171.9(4) . . . . ?
Zn1 N1 C16 C21 172.2(4) . . . . ?
Zn1 N1 C16 C17 -10.5(10) . . . . ?
Zn1 N4 C29 C34 163.5(4) . . . . ?
Zn1 N4 C29 C30 -16.8(10) . . . . ?
Zn1 N4 C28 N3 -163.3(4) . . . . ?
C14 C11 C10 C9 -175.6(7) . . . . ?
C14 C11 C12 C13 176.4(7) . . . . ?
N1 C16 C21 N2 -1.1(7) . . . . ?
N1 C16 C21 C20 176.5(6) . . . . ?
N1 C16 C17 C18 -178.3(6) . . . . ?
O3 C8 C13 C12 178.1(7) . . . . ?
O3 C8 C9 C10 -177.7(6) . . . . ?
O3 C5 C4 C3 174.1(7) . . . . ?
O3 C5 C6 C7 -174.5(7) . . . . ?
O4 C14 O5 Zn1 1.4(7) . . . 1_454 ?
O4 C14 C11 C10 -6.3(10) . . . . ?
O4 C14 C11 C12 175.1(6) . . . . ?
N4 C29 C34 N3 0.8(7) . . . . ?
N4 C29 C34 C33 179.1(6) . . . . ?
N4 C29 C30 C31 -178.1(7) . . . . ?
C2 C3 C4 C5 0.6(12) . . . . ?
C2 C7 C6 C5 -0.1(13) . . . . ?
N2 C21 C20 C19 179.0(7) . . . . ?
N2 C22 C23 C24 178.5(6) . . . . ?
C15 N1 C16 C21 0.6(7) . . . . ?
C15 N1 C16 C17 177.8(7) . . . . ?
C15 N2 C21 C16 1.2(7) . . . . ?
C15 N2 C21 C20 -176.1(7) . . . . ?
C15 N2 C22 C27 40.3(9) . . . . ?
C15 N2 C22 C23 -138.9(7) . . . . ?
C16 N1 C15 N2 0.2(7) . . . . ?
C16 C21 C20 C19 2.2(10) . . . . ?
N3 C26 C27 C22 -179.3(6) 1_455 . . . ?
N3 C26 C25 C24 178.8(6) 1_455 . . . ?
N3 C34 C33 C32 178.2(7) . . . . ?
C29 N4 C28 N3 1.7(7) . . . . ?
C29 C34 C33 C32 0.3(10) . . . . ?
C29 C30 C31 C32 -2.3(11) . . . . ?
C28 N4 C29 C34 -1.5(7) . . . . ?
C28 N4 C29 C30 178.2(7) . . . . ?
C28 N3 C34 C29 0.2(7) . . . . ?
C28 N3 C34 C33 -177.9(7) . . . . ?
C1 C2 C3 C4 -178.0(7) . . . . ?
C1 C2 C7 C6 177.7(7) . . . . ?
C3 C2 C1 O1 1.6(10) . . . . ?
C3 C2 C1 O2 -177.9(7) . . . . ?
C3 C2 C7 C6 1.1(12) . . . . ?
C34 N3 C28 N4 -1.2(7) . . . . ?
C34 C29 C30 C31 1.5(10) . . . . ?
O5 C14 O4 Zn1 -1.8(8) . . . 1_454 ?
O5 C14 C11 C10 169.9(7) . . . . ?
O5 C14 C11 C12 -8.7(10) . . . . ?
C11 C14 O4 Zn1 174.2(5) . . . 1_454 ?
C11 C14 O5 Zn1 -174.5(6) . . . 1_454 ?
C11 C10 C9 C8 -0.9(11) . . . . ?
C8 O3 C5 C4 67.5(10) . . . . ?
C8 O3 C5 C6 -118.6(8) . . . . ?
C8 C13 C12 C11 -0.5(12) . . . . ?
C21 N2 C15 N1 -0.9(8) . . . . ?
C21 N2 C22 C27 -147.5(6) . . . . ?
C21 N2 C22 C23 33.3(10) . . . . ?
C21 C16 C17 C18 -1.3(10) . . . . ?
C21 C20 C19 C18 -1.0(11) . . . . ?
C30 C29 C34 N3 -179.0(6) . . . . ?
C30 C29 C34 C33 -0.6(10) . . . . ?
C30 C31 C32 C33 2.1(12) . . . . ?
C22 N2 C15 N1 172.6(6) . . . . ?
C22 N2 C21 C16 -172.3(6) . . . . ?
C22 N2 C21 C20 10.5(11) . . . . ?
C22 C23 C24 C25 0.2(11) . . . . ?
C17 C16 C21 N2 -178.6(6) . . . . ?
C17 C16 C21 C20 -1.0(10) . . . . ?
C17 C18 C19 C20 -1.3(12) . . . . ?
C5 O3 C8 C13 21.8(10) . . . . ?
C5 O3 C8 C9 -162.6(7) . . . . ?
C31 C32 C33 C34 -1.0(11) . . . . ?
C13 C8 C9 C10 -2.0(11) . . . . ?
C10 C11 C12 C13 -2.3(11) . . . . ?
C12 C11 C10 C9 3.0(11) . . . . ?
C23 C24 C25 C26 -0.5(11) . . . . ?
C9 C8 C13 C12 2.7(11) . . . . ?
C25 C26 C27 C22 -1.7(10) . . . . ?
C7 C2 C1 O1 -174.9(7) . . . . ?
C7 C2 C1 O2 5.6(11) . . . . ?
C7 C2 C3 C4 -1.4(12) . . . . ?
C4 C5 C6 C7 -0.7(13) . . . . ?
C6 C5 C4 C3 0.4(13) . . . . ?
C19 C18 C17 C16 2.4(11) . . . . ?
_shelx_res_file
;
TITL 3 in P1 New: P-1
3.res
created by SHELXL-2017/1 at 11:47:01 on 03-Jun-2018
CELL 0.71073 10.4474 12.4603 13.9284 101.248 108.513 103.284
ZERR 2 0.0013 0.0016 0.0018 0.003 0.003 0.003
LATT 1
SFAC C 2.310 20.844 1.02 10.208 1.589 0.569 0.865 51.651 0.216 0.003 0.002 =
11.5 0.68 12.01
SFAC H 0.493 10.511 0.323 26.126 0.14 3.142 0.041 57.8 0.003 0 0 0.624 =
0.35 1.008
SFAC N 12.213 0.006 3.132 9.893 2.013 28.997 1.166 0.583 -11.529 0.006 =
0.003 19.6 0.68 14.01
SFAC O 3.049 13.277 2.287 5.701 1.546 0.324 0.867 32.909 0.251 0.011 0.006 =
32.5 0.68 16
SFAC Zn 14.074 3.265 7.032 0.233 5.165 10.316 2.41 58.71 1.304 0.284 1.43 =
5860 1.45 65.39
UNIT 68 44 8 10 2
L.S. 10
PLAN 40
SIZE 0.34 0.27 0.23
TEMP 27
FREE Zn1 C1
BOND $H
CONF
fmap 2
acta
OMIT -3 50.02
REM
REM
REM
WGHT 0.074700 4.553900
FVAR 1.56728
C26 1 -0.267387 0.872673 0.527785 11.00000 0.03273 0.02377 =
0.03450 0.00444 0.02294 0.00234
C27 1 -0.164047 0.817837 0.552104 11.00000 0.03166 0.01501 =
0.03911 0.00553 0.01859 0.00591
AFIX 43
H27 2 -0.190617 0.738081 0.537668 11.00000 -1.20000
AFIX 0
ZN1 5 0.248597 0.572777 0.505431 11.00000 0.02220 0.02477 =
0.02568 0.00737 0.00582 0.00804
O1 4 0.068141 0.516862 0.382370 11.00000 0.03990 0.03780 =
0.03255 0.00814 0.00195 -0.00033
C14 1 -0.615945 0.486086 -0.356593 11.00000 0.06347 0.04139 =
0.04431 0.01441 0.03000 0.03356
N1 3 0.200689 0.704337 0.590019 11.00000 0.02197 0.02636 =
0.02976 0.00184 0.00995 0.00621
O3 4 -0.450707 0.258805 -0.048164 11.00000 0.06103 0.03771 =
0.03707 0.01473 -0.01494 0.00499
O4 4 -0.744494 0.451580 -0.418558 11.00000 0.06719 0.04821 =
0.02871 0.01230 0.00102 0.03308
N4 3 0.389579 0.675289 0.461614 11.00000 0.03330 0.03583 =
0.03960 0.02296 0.02138 0.01607
C2 1 -0.072930 0.386988 0.214911 11.00000 0.03566 0.03723 =
0.02223 0.01063 0.00571 0.00400
N2 3 0.083856 0.826652 0.619259 11.00000 0.02760 0.02366 =
0.03629 0.00123 0.01176 0.00625
C15 1 0.082762 0.729261 0.556951 11.00000 0.01773 0.02421 =
0.03169 0.00260 0.00248 -0.00248
AFIX 43
H15 2 0.005097 0.683833 0.495897 11.00000 -1.20000
AFIX 0
C16 1 0.287623 0.791690 0.682037 11.00000 0.02511 0.02475 =
0.02959 0.01155 0.00968 0.00387
N3 3 0.587463 0.806548 0.482294 11.00000 0.03351 0.03419 =
0.04046 0.01900 0.02442 0.01788
C29 1 0.355253 0.735302 0.387978 11.00000 0.03407 0.03867 =
0.02656 0.01264 0.01854 0.02000
C28 1 0.527916 0.719077 0.514237 11.00000 0.02078 0.03474 =
0.03431 0.01253 0.00935 0.00887
AFIX 43
H28 2 0.578952 0.692770 0.567432 11.00000 -1.20000
AFIX 0
C1 1 0.058702 0.428067 0.312757 11.00000 0.03967 0.03750 =
0.02464 0.01367 0.00684 0.00325
C3 1 -0.172260 0.443480 0.201704 11.00000 0.05224 0.03716 =
0.02814 0.00194 0.00350 0.01858
AFIX 43
H3 2 -0.155800 0.510070 0.253803 11.00000 -1.20000
AFIX 0
C34 1 0.480084 0.819464 0.401138 11.00000 0.03239 0.03892 =
0.03690 0.01548 0.02442 0.01703
C18 1 0.483643 0.900669 0.839013 11.00000 0.03336 0.04305 =
0.04200 0.01166 -0.00004 -0.00475
AFIX 43
H18 2 0.575970 0.915014 0.885998 11.00000 -1.20000
AFIX 0
O5 4 -0.530472 0.572279 -0.355957 11.00000 0.08576 0.06775 =
0.08064 0.05069 0.04476 0.04030
C11 1 -0.570702 0.422942 -0.277366 11.00000 0.04077 0.03998 =
0.01880 0.00701 0.00847 0.01951
O2 4 0.150154 0.380402 0.324337 11.00000 0.04519 0.08735 =
0.04946 0.01689 -0.00751 0.03496
C8 1 -0.485426 0.318085 -0.122047 11.00000 0.05319 0.02899 =
0.02212 0.00791 0.00479 0.01407
C21 1 0.216829 0.868857 0.703074 11.00000 0.02357 0.02813 =
0.02726 0.00717 0.00554 0.00118
C30 1 0.224634 0.722965 0.309817 11.00000 0.04261 0.03674 =
0.03802 0.00836 0.01369 0.01427
AFIX 43
H30 2 0.140854 0.668960 0.301256 11.00000 -1.20000
AFIX 0
C22 1 -0.022735 0.882268 0.597515 11.00000 0.03087 0.03229 =
0.02791 0.00986 0.01654 0.01023
C17 1 0.424880 0.805525 0.751513 11.00000 0.03417 0.03868 =
0.03928 0.00987 0.00566 0.00824
AFIX 43
H17 2 0.473292 0.753639 0.739272 11.00000 -1.20000
AFIX 0
C5 1 -0.321149 0.306752 0.037602 11.00000 0.04282 0.03557 =
0.02822 0.01170 -0.00332 0.00120
C31 1 0.226691 0.794503 0.246700 11.00000 0.04621 0.05764 =
0.04609 0.02070 0.01565 0.02817
AFIX 43
H31 2 0.142415 0.786641 0.192441 11.00000 -1.20000
AFIX 0
C13 1 -0.386671 0.399670 -0.136401 11.00000 0.03580 0.05482 =
0.03649 0.01454 0.00490 0.01458
AFIX 43
H13 2 -0.290756 0.419871 -0.094267 11.00000 -1.20000
AFIX 0
C10 1 -0.668021 0.336431 -0.264439 11.00000 0.04310 0.03467 =
0.03349 0.00403 0.00033 0.01555
AFIX 43
H10 2 -0.763168 0.313294 -0.309251 11.00000 -1.20000
AFIX 0
C12 1 -0.430858 0.451459 -0.213843 11.00000 0.04564 0.05084 =
0.04033 0.02319 0.01888 0.01599
AFIX 43
H12 2 -0.363710 0.507439 -0.223243 11.00000 -1.20000
AFIX 0
C23 1 0.017828 1.002249 0.621515 11.00000 0.04449 0.02757 =
0.05003 0.00927 0.02415 0.01181
AFIX 43
H23 2 0.113477 1.045784 0.652915 11.00000 -1.20000
AFIX 0
C9 1 -0.627253 0.284202 -0.187135 11.00000 0.03374 0.03639 =
0.04088 0.00805 -0.00073 -0.00316
AFIX 43
H9 2 -0.693880 0.226940 -0.178618 11.00000 -1.20000
AFIX 0
C24 1 -0.084869 1.055094 0.598282 11.00000 0.04425 0.01682 =
0.06447 0.01340 0.02757 0.00456
AFIX 43
H24 2 -0.058587 1.134947 0.613844 11.00000 -1.20000
AFIX 0
C25 1 -0.227051 0.990880 0.551969 11.00000 0.04614 0.04302 =
0.05089 0.01477 0.03032 0.02639
AFIX 43
H25 2 -0.295857 1.027737 0.537060 11.00000 -1.20000
AFIX 0
C7 1 -0.101095 0.288206 0.138351 11.00000 0.05464 0.04980 =
0.04467 0.00405 0.00484 0.02460
AFIX 43
H7 2 -0.035751 0.247717 0.146310 11.00000 -1.20000
AFIX 0
C20 1 0.275464 0.961824 0.793367 11.00000 0.05253 0.03150 =
0.03109 0.00251 0.01450 0.01115
AFIX 43
H20 2 0.225869 1.011861 0.808033 11.00000 -1.20000
AFIX 0
C32 1 0.351001 0.879086 0.260809 11.00000 0.06170 0.06676 =
0.04333 0.03440 0.02525 0.03041
AFIX 43
H32 2 0.345837 0.927058 0.217195 11.00000 -1.20000
AFIX 0
C33 1 0.479866 0.893334 0.336805 11.00000 0.05610 0.04408 =
0.04617 0.02265 0.03208 0.02205
AFIX 43
H33 2 0.562466 0.948750 0.345303 11.00000 -1.20000
AFIX 0
C4 1 -0.297261 0.403636 0.112185 11.00000 0.05170 0.04205 =
0.03972 0.00323 -0.00736 0.01770
AFIX 43
H4 2 -0.363349 0.443425 0.104037 11.00000 -1.20000
AFIX 0
C6 1 -0.225985 0.247048 0.048555 11.00000 0.05963 0.03584 =
0.03399 -0.00254 -0.00605 0.01391
AFIX 43
H6 2 -0.244200 0.179678 -0.003269 11.00000 -1.20000
AFIX 0
C19 1 0.409674 0.975865 0.859418 11.00000 0.06419 0.02449 =
0.03885 -0.00221 0.00857 0.00067
AFIX 43
H19 2 0.453417 1.038053 0.920410 11.00000 -1.20000
AFIX 0
HKLF 4
REM 3 in P1 New: P-1
REM R1 = 0.0780 for 3687 Fo > 4sig(Fo) and 0.1264 for all 5633 data
REM 397 parameters refined using 0 restraints
END
WGHT 0.0744 4.5664
REM Highest difference peak 0.706, deepest hole -0.782, 1-sigma level 0.100
Q1 1 -0.4625 0.4338 0.0358 11.00000 0.05 0.71
Q2 1 0.3387 0.5626 0.5593 11.00000 0.05 0.66
Q3 1 0.2180 0.4855 0.4597 11.00000 0.05 0.54
Q4 1 0.1802 0.5785 0.4448 11.00000 0.05 0.42
Q5 1 0.1383 1.0049 0.7031 11.00000 0.05 0.42
Q6 1 0.4156 0.6986 0.6197 11.00000 0.05 0.42
Q7 1 0.2543 0.6545 0.5336 11.00000 0.05 0.41
Q8 1 0.3063 0.6373 0.4657 11.00000 0.05 0.40
Q9 1 -0.1457 0.7174 0.5726 11.00000 0.05 0.38
Q10 1 0.0950 1.1634 0.6461 11.00000 0.05 0.36
Q11 1 0.6152 0.9764 0.3739 11.00000 0.05 0.35
Q12 1 -0.2310 0.4239 -0.1709 11.00000 0.05 0.35
Q13 1 0.1070 1.0314 0.5675 11.00000 0.05 0.34
Q14 1 -0.6548 0.2734 -0.0978 11.00000 0.05 0.34
Q15 1 0.8498 0.9755 0.9013 11.00000 0.05 0.34
Q16 1 0.3381 0.6796 0.4019 11.00000 0.05 0.34
Q17 1 0.3978 0.7977 0.4225 11.00000 0.05 0.33
Q18 1 0.1765 0.6654 0.3430 11.00000 0.05 0.33
Q19 1 0.0511 0.2597 0.1409 11.00000 0.05 0.33
Q20 1 0.1784 0.4586 0.3669 11.00000 0.05 0.33
Q21 1 0.2758 0.6962 0.6496 11.00000 0.05 0.33
Q22 1 0.1750 0.4380 0.2685 11.00000 0.05 0.32
Q23 1 0.3572 0.8228 0.6026 11.00000 0.05 0.32
Q24 1 0.3717 0.7251 0.4999 11.00000 0.05 0.32
Q25 1 0.0315 1.1874 0.5804 11.00000 0.05 0.32
Q26 1 -0.0065 1.0597 0.6561 11.00000 0.05 0.31
Q27 1 0.3006 0.5782 0.4170 11.00000 0.05 0.31
Q28 1 0.7636 0.7642 0.9496 11.00000 0.05 0.31
Q29 1 0.0826 0.7176 0.0363 11.00000 0.05 0.31
Q30 1 -0.2460 0.4032 0.0631 11.00000 0.05 0.31
Q31 1 0.0491 1.1117 0.5380 11.00000 0.05 0.30
Q32 1 0.3667 0.6770 0.7870 11.00000 0.05 0.30
Q33 1 0.1205 0.5818 0.3656 11.00000 0.05 0.30
Q34 1 -0.0336 1.0355 0.6563 11.00000 0.05 0.30
Q35 1 -0.2370 0.9192 0.5021 11.00000 0.05 0.29
Q36 1 0.1579 0.8629 0.6048 11.00000 0.05 0.29
Q37 1 0.3056 0.7585 0.4032 11.00000 0.05 0.28
Q38 1 0.2967 0.7275 0.3378 11.00000 0.05 0.28
Q39 1 -0.8354 0.4205 -0.4817 11.00000 0.05 0.28
Q40 1 0.2977 0.8251 0.3696 11.00000 0.05 0.28
;
_shelx_res_checksum 44213
_platon_squeeze_details
;
;
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_6
_database_code_depnum_ccdc_archive 'CCDC 1846918'
_audit_update_record
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date 2018-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2017/1
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C28 H18 Cd N4 O4, C3 H6 N O'
_chemical_formula_sum 'C31 H24 Cd N5 O5'
_chemical_formula_weight 658.96
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Cd Cd -0.8080 1.2020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.6340(7)
_cell_length_b 12.2099(8)
_cell_length_c 12.9166(9)
_cell_angle_alpha 68.118(2)
_cell_angle_beta 76.862(2)
_cell_angle_gamma 81.009(2)
_cell_volume 1368.70(17)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 9875
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 27.48
_cell_measurement_theta_min 2.90
_shelx_estimated_absorpt_T_max 0.803
_shelx_estimated_absorpt_T_min 0.755
_exptl_absorpt_coefficient_mu 0.849
_exptl_absorpt_correction_T_max 0.8031
_exptl_absorpt_correction_T_min 0.7554
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_absorpt_special_details ?
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.599
_exptl_crystal_density_meas .
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 666
_exptl_crystal_size_max 0.35
_exptl_crystal_size_mid 0.3
_exptl_crystal_size_min 0.27
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0176
_diffrn_reflns_av_unetI/netI 0.0197
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_number 14766
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full 25.010
_diffrn_reflns_theta_max 25.010
_diffrn_reflns_theta_min 2.903
_diffrn_ambient_temperature 298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 4410
_reflns_number_total 4813
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max 0.572
_refine_diff_density_min -0.501
_refine_diff_density_rms 0.060
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.085
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 381
_refine_ls_number_reflns 4813
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.0293
_refine_ls_R_factor_gt 0.0254
_refine_ls_restrained_S_all 2.642
_refine_ls_shift/su_max 0.007
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0331P)^2^+1.1648P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0648
_refine_ls_wR_factor_ref 0.0680
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups
At 1.5 times of:
All C(H,H,H) groups
2. Restrained distances
Cd1-O4
4.5 with sigma of 0.01
3.a Aromatic/amide H refined with riding coordinates:
C3(H3), C4(H4), C8(H8), C20(H20), C25(H25), C1(H1), C26(H26), C23(H23),
C16(H16), C6(H6), C17(H17), C18(H18), C13(H13), C24(H24), C10(H10), C5(H5),
C11(H11), C12(H12)
3.b Idealised Me refined as rotating group:
C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N -0.0994(2) 0.51118(19) 0.18593(18) 0.0342(5) Uani 1 1 d . . . . .
C2 C -0.1617(3) 0.4747(2) 0.1184(2) 0.0324(5) Uani 1 1 d . . . . .
C3 C -0.2459(3) 0.5341(3) 0.0371(2) 0.0438(7) Uani 1 1 d . . . . .
H3 H -0.268645 0.615434 0.015595 0.053 Uiso 1 1 calc R . . . .
C4 C -0.2941(4) 0.4666(3) -0.0099(3) 0.0570(8) Uani 1 1 d . . . . .
H4 H -0.349563 0.503388 -0.065668 0.068 Uiso 1 1 calc R . . . .
Cd1 Cd 0.07231(2) 0.12696(2) 0.32366(2) 0.02892(7) Uani 1 1 d D . . . .
O3 O -0.13771(18) 0.06464(17) 0.35236(17) 0.0418(5) Uani 1 1 d . . . . .
C27 C -0.3591(2) 0.0276(2) 0.4763(2) 0.0291(5) Uani 1 1 d . . . . .
O4 O -0.15289(19) 0.06174(18) 0.52968(19) 0.0472(5) Uani 1 1 d D . . . .
N4 N 0.1559(2) 0.21241(18) 0.42418(18) 0.0305(4) Uani 1 1 d . . . . .
N3 N 0.1768(2) 0.25869(19) 0.56999(18) 0.0334(5) Uani 1 1 d . . . . .
C28 C -0.2054(2) 0.0545(2) 0.4510(2) 0.0342(6) Uani 1 1 d . . . . .
C8 C 0.1014(3) 0.2051(2) 0.5285(2) 0.0306(5) Uani 1 1 d . . . . .
H8 H 0.019343 0.167080 0.569956 0.037 Uiso 1 1 calc R . . . .
N1 N -0.0398(2) 0.31725(19) 0.23137(19) 0.0358(5) Uani 1 1 d . . . . .
C9 C 0.2778(3) 0.2744(2) 0.3937(2) 0.0305(5) Uani 1 1 d . . . . .
C19 C 0.1137(3) 0.3754(2) 0.8025(2) 0.0334(5) Uani 1 1 d . . . . .
C15 C 0.1461(3) 0.2626(2) 0.6821(2) 0.0345(6) Uani 1 1 d . . . . .
C21 C 0.2528(3) 0.0670(3) 0.1472(2) 0.0400(6) Uani 1 1 d . . . . .
C20 C 0.1414(3) 0.3715(2) 0.6939(2) 0.0345(6) Uani 1 1 d . . . . .
H20 H 0.156394 0.440101 0.630508 0.041 Uiso 1 1 calc R . . . .
O2 O 0.1386(3) 0.0247(3) 0.1652(3) 0.0818(9) Uani 1 1 d . . . . .
C25 C -0.4187(3) 0.0163(3) 0.3936(2) 0.0379(6) Uani 1 1 d . . . . .
H25 H -0.364349 0.027311 0.321547 0.046 Uiso 1 1 calc R . . . .
C1 C -0.0289(3) 0.4130(2) 0.2503(2) 0.0375(6) Uani 1 1 d . . . . .
H1 H 0.022237 0.414035 0.302823 0.045 Uiso 1 1 calc R . . . .
O1 O 0.2692(2) 0.1369(2) 0.1917(2) 0.0630(7) Uani 1 1 d . . . . .
C26 C -0.4406(3) 0.0114(3) 0.5826(2) 0.0400(6) Uani 1 1 d . . . . .
H26 H -0.401070 0.019114 0.638610 0.048 Uiso 1 1 calc R . . . .
C7 C -0.1258(3) 0.3533(2) 0.1499(2) 0.0337(6) Uani 1 1 d . . . . .
C23 C 0.5134(3) 0.0707(3) 0.0582(3) 0.0465(7) Uani 1 1 d . . . . .
H23 H 0.523460 0.118339 0.097487 0.056 Uiso 1 1 calc R . . . .
C16 C 0.1224(3) 0.1606(2) 0.7744(2) 0.0431(7) Uani 1 1 d . . . . .
H16 H 0.123209 0.088656 0.764979 0.052 Uiso 1 1 calc R . . . .
C14 C 0.2911(3) 0.3044(2) 0.4848(2) 0.0352(6) Uani 1 1 d . . . . .
C6 C -0.1783(3) 0.2860(3) 0.1032(2) 0.0444(7) Uani 1 1 d . . . . .
H6 H -0.157261 0.204453 0.125180 0.053 Uiso 1 1 calc R . . . .
C17 C 0.0972(3) 0.1671(3) 0.8821(3) 0.0488(7) Uani 1 1 d . . . . .
H17 H 0.081904 0.098507 0.945423 0.059 Uiso 1 1 calc R . . . .
C22 C 0.3803(3) 0.0346(2) 0.0686(2) 0.0366(6) Uani 1 1 d . . . . .
C18 C 0.0945(3) 0.2736(2) 0.8964(2) 0.0425(6) Uani 1 1 d . . . . .
H18 H 0.079803 0.276801 0.968952 0.051 Uiso 1 1 calc R . . . .
C13 C 0.4047(3) 0.3651(3) 0.4797(3) 0.0516(8) Uani 1 1 d . . . . .
H13 H 0.412982 0.385949 0.540150 0.062 Uiso 1 1 calc R . . . .
C24 C 0.3683(3) -0.0370(3) 0.0098(3) 0.0472(7) Uani 1 1 d . . . . .
H24 H 0.279748 -0.062508 0.016170 0.057 Uiso 1 1 calc R . . . .
C10 C 0.3788(3) 0.3030(3) 0.2945(2) 0.0425(6) Uani 1 1 d . . . . .
H10 H 0.370599 0.282922 0.233491 0.051 Uiso 1 1 calc R . . . .
C5 C -0.2622(4) 0.3447(3) 0.0234(3) 0.0562(8) Uani 1 1 d . . . . .
H5 H -0.298748 0.301965 -0.009332 0.067 Uiso 1 1 calc R . . . .
C11 C 0.4919(3) 0.3625(3) 0.2895(3) 0.0559(8) Uani 1 1 d . . . . .
H11 H 0.561475 0.382911 0.223970 0.067 Uiso 1 1 calc R . . . .
C12 C 0.5039(4) 0.3925(3) 0.3808(3) 0.0626(10) Uani 1 1 d . . . . .
H12 H 0.581678 0.432452 0.374587 0.075 Uiso 1 1 calc R . . . .
N5 N 0.3094(6) 0.6896(5) 0.3292(4) 0.1139(16) Uani 1 1 d . . . . .
O5 O 0.1547(7) 0.6170(6) 0.4843(6) 0.225(4) Uani 1 1 d . . . . .
C31 C 0.2519(10) 0.6814(6) 0.4392(7) 0.134(3) Uani 1 1 d . . . . .
C29 C 0.2513(9) 0.6407(8) 0.2719(8) 0.190(4) Uani 1 1 d . . . . .
H29A H 0.197589 0.576212 0.324951 0.285 Uiso 1 1 calc GR . . . .
H29B H 0.326071 0.611964 0.222940 0.285 Uiso 1 1 calc GR . . . .
H29C H 0.189000 0.699442 0.227192 0.285 Uiso 1 1 calc GR . . . .
C30 C 0.4293(17) 0.7494(11) 0.2755(10) 0.355(11) Uani 1 1 d . . . . .
H30A H 0.484880 0.743793 0.330465 0.532 Uiso 1 1 calc GR . . . .
H30B H 0.401885 0.831087 0.236553 0.532 Uiso 1 1 calc GR . . . .
H30C H 0.485177 0.715287 0.221689 0.532 Uiso 1 1 calc GR . . . .
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
N2 0.0385(12) 0.0329(11) 0.0365(12) -0.0182(10) -0.0092(9) 0.0009(9)
C2 0.0319(13) 0.0393(14) 0.0275(12) -0.0160(11) 0.0011(10) -0.0059(10)
C3 0.0468(16) 0.0473(17) 0.0365(15) -0.0128(13) -0.0082(13) -0.0051(13)
C4 0.063(2) 0.073(2) 0.0393(17) -0.0161(16) -0.0197(15) -0.0120(17)
Cd1 0.01887(10) 0.03505(12) 0.03839(12) -0.02205(8) 0.00228(7) -0.00598(7)
O3 0.0204(8) 0.0458(11) 0.0539(12) -0.0144(9) 0.0032(8) -0.0100(8)
C27 0.0164(11) 0.0267(12) 0.0428(14) -0.0113(11) -0.0046(10) -0.0013(9)
O4 0.0237(9) 0.0535(12) 0.0784(15) -0.0367(11) -0.0125(9) -0.0044(8)
N4 0.0250(10) 0.0301(11) 0.0426(12) -0.0197(9) -0.0056(9) -0.0033(8)
N3 0.0338(11) 0.0343(11) 0.0371(12) -0.0197(10) -0.0005(9) -0.0081(9)
C28 0.0188(12) 0.0262(12) 0.0583(17) -0.0183(12) -0.0029(12) -0.0016(9)
C8 0.0258(12) 0.0269(12) 0.0430(14) -0.0184(11) -0.0030(10) -0.0030(9)
N1 0.0350(12) 0.0351(12) 0.0432(13) -0.0207(10) -0.0070(10) -0.0018(9)
C9 0.0285(12) 0.0282(12) 0.0392(14) -0.0164(11) -0.0048(10) -0.0047(10)
C19 0.0330(13) 0.0322(13) 0.0374(14) -0.0169(11) -0.0038(11) -0.0014(10)
C15 0.0341(13) 0.0346(14) 0.0390(14) -0.0191(12) -0.0027(11) -0.0045(11)
C21 0.0343(15) 0.0460(16) 0.0361(14) -0.0190(13) 0.0041(12) 0.0032(12)
C20 0.0389(14) 0.0300(13) 0.0353(14) -0.0124(11) -0.0054(11) -0.0049(11)
O2 0.0465(14) 0.101(2) 0.109(2) -0.0714(18) 0.0377(14) -0.0263(14)
C25 0.0209(12) 0.0536(17) 0.0361(14) -0.0155(12) 0.0022(10) -0.0055(11)
C1 0.0387(14) 0.0360(14) 0.0451(15) -0.0208(12) -0.0146(12) 0.0028(11)
O1 0.0405(12) 0.0966(18) 0.0754(16) -0.0692(15) 0.0072(11) 0.0001(11)
C26 0.0214(12) 0.0614(18) 0.0450(16) -0.0264(14) -0.0066(11) -0.0053(12)
C7 0.0310(13) 0.0395(14) 0.0325(13) -0.0189(11) 0.0037(10) -0.0068(11)
C23 0.0380(15) 0.0586(18) 0.0570(18) -0.0427(16) 0.0037(13) -0.0054(13)
C16 0.0523(17) 0.0297(14) 0.0473(17) -0.0160(12) -0.0028(13) -0.0060(12)
C14 0.0342(14) 0.0344(14) 0.0419(15) -0.0185(12) -0.0037(11) -0.0088(11)
C6 0.0497(17) 0.0482(17) 0.0438(16) -0.0258(14) -0.0022(13) -0.0127(13)
C17 0.0619(19) 0.0347(15) 0.0408(16) -0.0079(12) 0.0019(14) -0.0088(13)
C22 0.0341(14) 0.0400(15) 0.0357(14) -0.0204(12) 0.0047(11) -0.0009(11)
C18 0.0481(16) 0.0427(16) 0.0340(14) -0.0150(12) 0.0011(12) -0.0048(13)
C13 0.0482(17) 0.067(2) 0.0553(19) -0.0352(16) -0.0028(14) -0.0260(15)
C24 0.0318(14) 0.0609(19) 0.0603(19) -0.0405(16) 0.0068(13) -0.0098(13)
C10 0.0438(16) 0.0468(16) 0.0420(15) -0.0234(13) 0.0018(12) -0.0126(13)
C5 0.068(2) 0.068(2) 0.0475(18) -0.0302(16) -0.0134(16) -0.0190(17)
C11 0.0478(18) 0.066(2) 0.0560(19) -0.0287(17) 0.0144(15) -0.0276(16)
C12 0.0503(19) 0.081(2) 0.071(2) -0.039(2) 0.0065(16) -0.0398(18)
N5 0.133(4) 0.109(4) 0.075(3) 0.002(3) -0.039(3) 0.002(3)
O5 0.147(5) 0.167(6) 0.197(6) 0.052(5) 0.034(4) 0.068(4)
C31 0.188(8) 0.102(5) 0.111(5) -0.039(4) -0.068(5) 0.053(5)
C29 0.169(8) 0.240(10) 0.237(10) -0.149(9) -0.123(8) 0.055(7)
C30 0.42(2) 0.241(13) 0.281(15) 0.176(12) -0.194(15) -0.154(14)
_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
N2 C2 1.390(3) . ?
N2 C19 1.430(3) 2_566 ?
N2 C1 1.359(3) . ?
C2 C3 1.387(4) . ?
C2 C7 1.391(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.391(5) . ?
Cd1 O3 2.1773(17) . ?
Cd1 O4 2.521(2) 2_556 ?
Cd1 N4 2.274(2) . ?
Cd1 N1 2.392(2) . ?
Cd1 O2 2.687(3) . ?
Cd1 O1 2.228(2) . ?
O3 C28 1.263(3) . ?
C27 C28 1.503(3) . ?
C27 C25 1.380(4) . ?
C27 C26 1.377(4) . ?
O4 C28 1.270(3) . ?
N4 C8 1.305(3) . ?
N4 C9 1.397(3) . ?
N3 C8 1.352(3) . ?
N3 C15 1.428(3) . ?
N3 C14 1.385(3) . ?
C8 H8 0.9300 . ?
N1 C1 1.304(3) . ?
N1 C7 1.388(3) . ?
C9 C14 1.392(4) . ?
C9 C10 1.385(4) . ?
C19 C20 1.385(4) . ?
C19 C18 1.378(4) . ?
C15 C20 1.386(4) . ?
C15 C16 1.373(4) . ?
C21 O2 1.226(4) . ?
C21 O1 1.239(4) . ?
C21 C22 1.509(3) . ?
C20 H20 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.386(3) 2_456 ?
C1 H1 0.9300 . ?
C26 H26 0.9300 . ?
C7 C6 1.390(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.382(4) . ?
C23 C24 1.381(4) 2_655 ?
C16 H16 0.9300 . ?
C16 C17 1.385(4) . ?
C14 C13 1.391(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.370(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.376(4) . ?
C22 C24 1.385(4) . ?
C18 H18 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.372(4) . ?
C24 H24 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.378(4) . ?
C5 H5 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.391(5) . ?
C12 H12 0.9300 . ?
N5 C31 1.374(8) . ?
N5 C29 1.356(8) . ?
N5 C30 1.367(12) . ?
O5 C31 1.214(10) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
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 N2 C19 129.1(2) . 2_566 ?
C1 N2 C2 106.3(2) . . ?
C1 N2 C19 124.4(2) . 2_566 ?
N2 C2 C7 105.1(2) . . ?
C3 C2 N2 132.8(2) . . ?
C3 C2 C7 122.1(2) . . ?
C2 C3 H3 121.8 . . ?
C4 C3 C2 116.5(3) . . ?
C4 C3 H3 121.8 . . ?
C3 C4 H4 119.1 . . ?
C3 C4 C5 121.9(3) . . ?
C5 C4 H4 119.1 . . ?
O3 Cd1 O4 91.46(7) . 2_556 ?
O3 Cd1 N4 129.09(7) . . ?
O3 Cd1 N1 84.64(7) . . ?
O3 Cd1 O2 83.90(7) . . ?
O3 Cd1 O1 134.20(8) . . ?
O4 Cd1 O2 90.80(9) 2_556 . ?
N4 Cd1 O4 82.84(7) . 2_556 ?
N4 Cd1 N1 87.41(7) . . ?
N4 Cd1 O2 146.35(7) . . ?
N1 Cd1 O4 163.77(7) . 2_556 ?
N1 Cd1 O2 104.39(9) . . ?
O1 Cd1 O4 96.53(9) . 2_556 ?
O1 Cd1 N4 96.68(8) . . ?
O1 Cd1 N1 97.46(9) . . ?
O1 Cd1 O2 51.10(8) . . ?
C28 O3 Cd1 110.99(16) . . ?
C25 C27 C28 120.1(2) . . ?
C26 C27 C28 120.5(2) . . ?
C26 C27 C25 119.5(2) . . ?
C28 O4 Cd1 118.54(16) . 2_556 ?
C8 N4 Cd1 125.17(16) . . ?
C8 N4 C9 105.7(2) . . ?
C9 N4 Cd1 128.98(16) . . ?
C8 N3 C15 125.9(2) . . ?
C8 N3 C14 106.9(2) . . ?
C14 N3 C15 127.1(2) . . ?
O3 C28 C27 116.2(2) . . ?
O4 C28 O3 125.3(2) . . ?
O4 C28 C27 118.5(2) . . ?
N4 C8 N3 112.9(2) . . ?
N4 C8 H8 123.5 . . ?
N3 C8 H8 123.5 . . ?
C1 N1 Cd1 124.27(18) . . ?
C1 N1 C7 104.8(2) . . ?
C7 N1 Cd1 130.91(16) . . ?
C14 C9 N4 108.8(2) . . ?
C10 C9 N4 130.2(2) . . ?
C10 C9 C14 120.9(2) . . ?
C20 C19 N2 118.0(2) . 2_566 ?
C18 C19 N2 121.0(2) . 2_566 ?
C18 C19 C20 121.0(2) . . ?
C20 C15 N3 118.0(2) . . ?
C16 C15 N3 120.2(2) . . ?
C16 C15 C20 121.8(2) . . ?
O2 C21 O1 122.4(3) . . ?
O2 C21 C22 120.4(3) . . ?
O1 C21 C22 117.3(3) . . ?
C19 C20 C15 118.2(2) . . ?
C19 C20 H20 120.9 . . ?
C15 C20 H20 120.9 . . ?
C21 O2 Cd1 81.96(18) . . ?
C27 C25 H25 119.9 . . ?
C27 C25 C26 120.2(2) . 2_456 ?
C26 C25 H25 119.9 2_456 . ?
N2 C1 H1 123.1 . . ?
N1 C1 N2 113.7(2) . . ?
N1 C1 H1 123.1 . . ?
C21 O1 Cd1 103.61(18) . . ?
C27 C26 C25 120.3(2) . 2_456 ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 2_456 . ?
N1 C7 C2 110.1(2) . . ?
N1 C7 C6 129.3(3) . . ?
C6 C7 C2 120.6(3) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 2_655 . ?
C24 C23 C22 120.8(3) 2_655 . ?
C15 C16 H16 120.7 . . ?
C15 C16 C17 118.7(3) . . ?
C17 C16 H16 120.7 . . ?
N3 C14 C9 105.6(2) . . ?
N3 C14 C13 132.7(3) . . ?
C13 C14 C9 121.7(3) . . ?
C7 C6 H6 121.4 . . ?
C5 C6 C7 117.2(3) . . ?
C5 C6 H6 121.4 . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.8(3) . . ?
C18 C17 H17 119.6 . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 C24 118.5(2) . . ?
C24 C22 C21 120.8(3) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 C19 119.5(3) . . ?
C17 C18 H18 120.3 . . ?
C14 C13 H13 121.7 . . ?
C12 C13 C14 116.5(3) . . ?
C12 C13 H13 121.7 . . ?
C23 C24 C22 120.7(3) 2_655 . ?
C23 C24 H24 119.7 2_655 . ?
C22 C24 H24 119.7 . . ?
C9 C10 H10 121.3 . . ?
C11 C10 C9 117.4(3) . . ?
C11 C10 H10 121.3 . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.7(3) . . ?
C6 C5 H5 119.1 . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 122.2(3) . . ?
C13 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
C29 N5 C31 122.3(8) . . ?
C29 N5 C30 118.8(9) . . ?
C30 N5 C31 118.9(9) . . ?
O5 C31 N5 114.6(8) . . ?
N5 C29 H29A 109.5 . . ?
N5 C29 H29B 109.5 . . ?
N5 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N5 C30 H30A 109.5 . . ?
N5 C30 H30B 109.5 . . ?
N5 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
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
N2 C2 C3 C4 -177.3(3) . . . . ?
N2 C2 C7 N1 -2.1(3) . . . . ?
N2 C2 C7 C6 176.2(2) . . . . ?
N2 C19 C20 C15 -175.9(2) 2_566 . . . ?
N2 C19 C18 C17 174.6(3) 2_566 . . . ?
C2 N2 C1 N1 -0.2(3) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C2 C7 C6 C5 1.9(4) . . . . ?
C3 C2 C7 N1 179.3(2) . . . . ?
C3 C2 C7 C6 -2.4(4) . . . . ?
C3 C4 C5 C6 -1.5(5) . . . . ?
Cd1 O3 C28 C27 172.21(16) . . . . ?
Cd1 O3 C28 O4 -9.9(3) . . . . ?
Cd1 O4 C28 O3 -97.5(3) 2_556 . . . ?
Cd1 O4 C28 C27 80.3(2) 2_556 . . . ?
Cd1 N4 C8 N3 176.51(16) . . . . ?
Cd1 N4 C9 C14 -176.39(17) . . . . ?
Cd1 N4 C9 C10 1.6(4) . . . . ?
Cd1 N1 C1 N2 178.58(17) . . . . ?
Cd1 N1 C7 C2 -177.67(17) . . . . ?
Cd1 N1 C7 C6 4.2(4) . . . . ?
N4 C9 C14 N3 0.6(3) . . . . ?
N4 C9 C14 C13 178.8(3) . . . . ?
N4 C9 C10 C11 -178.0(3) . . . . ?
N3 C15 C20 C19 -179.1(2) . . . . ?
N3 C15 C16 C17 178.1(3) . . . . ?
N3 C14 C13 C12 176.9(3) . . . . ?
C28 C27 C25 C26 178.4(2) . . . 2_456 ?
C28 C27 C26 C25 -178.4(2) . . . 2_456 ?
C8 N4 C9 C14 -0.8(3) . . . . ?
C8 N4 C9 C10 177.2(3) . . . . ?
C8 N3 C15 C20 -130.4(3) . . . . ?
C8 N3 C15 C16 49.6(4) . . . . ?
C8 N3 C14 C9 -0.2(3) . . . . ?
C8 N3 C14 C13 -178.2(3) . . . . ?
N1 C7 C6 C5 179.8(3) . . . . ?
C9 N4 C8 N3 0.7(3) . . . . ?
C9 C14 C13 C12 -0.8(5) . . . . ?
C9 C10 C11 C12 0.0(5) . . . . ?
C19 N2 C2 C3 5.4(5) 2_566 . . . ?
C19 N2 C2 C7 -173.0(2) 2_566 . . . ?
C19 N2 C1 N1 174.5(2) 2_566 . . . ?
C15 N3 C8 N4 -178.1(2) . . . . ?
C15 N3 C14 C9 177.6(2) . . . . ?
C15 N3 C14 C13 -0.4(5) . . . . ?
C15 C16 C17 C18 0.6(5) . . . . ?
C21 C22 C24 C23 -177.2(3) . . . 2_655 ?
C20 C19 C18 C17 -2.6(4) . . . . ?
C20 C15 C16 C17 -1.9(4) . . . . ?
O2 C21 O1 Cd1 11.2(4) . . . . ?
O2 C21 C22 C23 -172.3(3) . . . . ?
O2 C21 C22 C24 4.4(5) . . . . ?
C25 C27 C28 O3 -0.5(3) . . . . ?
C25 C27 C28 O4 -178.5(2) . . . . ?
C25 C27 C26 C25 0.2(5) . . . 2_456 ?
C1 N2 C2 C3 179.7(3) . . . . ?
C1 N2 C2 C7 1.4(3) . . . . ?
C1 N1 C7 C2 1.9(3) . . . . ?
C1 N1 C7 C6 -176.2(3) . . . . ?
O1 C21 O2 Cd1 -9.1(3) . . . . ?
O1 C21 C22 C23 7.5(4) . . . . ?
O1 C21 C22 C24 -175.8(3) . . . . ?
C26 C27 C28 O3 178.1(2) . . . . ?
C26 C27 C28 O4 0.0(4) . . . . ?
C26 C27 C25 C26 -0.2(5) . . . 2_456 ?
C7 C2 C3 C4 0.8(4) . . . . ?
C7 N1 C1 N2 -1.1(3) . . . . ?
C7 C6 C5 C4 0.0(5) . . . . ?
C23 C22 C24 C23 -0.4(5) . . . 2_655 ?
C16 C15 C20 C19 0.9(4) . . . . ?
C16 C17 C18 C19 1.6(5) . . . . ?
C14 N3 C8 N4 -0.3(3) . . . . ?
C14 N3 C15 C20 52.2(4) . . . . ?
C14 N3 C15 C16 -127.8(3) . . . . ?
C14 C9 C10 C11 -0.2(4) . . . . ?
C14 C13 C12 C11 0.5(6) . . . . ?
C22 C21 O2 Cd1 170.7(3) . . . . ?
C22 C21 O1 Cd1 -168.6(2) . . . . ?
C18 C19 C20 C15 1.4(4) . . . . ?
C24 C23 C22 C21 177.2(3) 2_655 . . . ?
C24 C23 C22 C24 0.4(5) 2_655 . . . ?
C10 C9 C14 N3 -177.6(2) . . . . ?
C10 C9 C14 C13 0.7(4) . . . . ?
C10 C11 C12 C13 -0.1(6) . . . . ?
C29 N5 C31 O5 7.3(10) . . . . ?
C30 N5 C31 O5 -172.9(8) . . . . ?
_shelx_res_file
;
TITL 3 in P1 New: P-1
3.res
created by SHELXL-2017/1 at 15:11:09 on 03-Jun-2018
CELL 0.71073 9.634 12.2099 12.9166 68.118 76.862 81.009
ZERR 2 0.0007 0.0008 0.0009 0.002 0.002 0.002
LATT 1
SFAC C 2.310 20.844 1.02 10.208 1.589 0.569 0.865 51.651 0.216 0.003 0.002 =
11.5 0.68 12.01
SFAC H 0.493 10.511 0.323 26.126 0.14 3.142 0.041 57.8 0.003 0 0 0.624 =
0.35 1.008
SFAC Cd 19.221 0.595 17.644 6.909 4.461 24.701 1.603 87.483 5.069 -0.808 =
1.202 5180 1.69 112.41
SFAC N 12.213 0.006 3.132 9.893 2.013 28.997 1.166 0.583 -11.529 0.006 =
0.003 19.6 0.68 14.01
SFAC O 3.049 13.277 2.287 5.701 1.546 0.324 0.867 32.909 0.251 0.011 0.006 =
32.5 0.68 16
UNIT 62 48 2 10 10
DFIX 4.5 0.01 Cd1 O4
L.S. 15
PLAN 20
SIZE 0.35 0.3 0.27
TEMP 25
FREE Cd1 C21
BOND $H
CONF
fmap 2
acta
OMIT -3 50.02
REM
REM
REM
WGHT 0.033100 1.164800
FVAR 0.21913
N2 4 -0.099371 0.511183 0.185933 11.00000 0.03845 0.03288 =
0.03653 -0.01815 -0.00919 0.00094
C2 1 -0.161691 0.474669 0.118364 11.00000 0.03190 0.03934 =
0.02751 -0.01597 0.00109 -0.00586
C3 1 -0.245939 0.534120 0.037099 11.00000 0.04682 0.04727 =
0.03647 -0.01276 -0.00824 -0.00506
AFIX 43
H3 2 -0.268645 0.615434 0.015595 11.00000 -1.20000
AFIX 0
C4 1 -0.294058 0.466584 -0.009933 11.00000 0.06311 0.07285 =
0.03935 -0.01606 -0.01970 -0.01204
AFIX 43
H4 2 -0.349563 0.503388 -0.065668 11.00000 -1.20000
AFIX 0
CD1 3 0.072307 0.126964 0.323665 11.00000 0.01887 0.03505 =
0.03839 -0.02205 0.00228 -0.00598
O3 5 -0.137714 0.064639 0.352364 11.00000 0.02040 0.04578 =
0.05385 -0.01442 0.00316 -0.00998
C27 1 -0.359109 0.027609 0.476295 11.00000 0.01640 0.02667 =
0.04280 -0.01128 -0.00456 -0.00127
O4 5 -0.152894 0.061744 0.529681 11.00000 0.02370 0.05345 =
0.07839 -0.03666 -0.01250 -0.00442
N4 4 0.155930 0.212412 0.424183 11.00000 0.02497 0.03013 =
0.04258 -0.01970 -0.00557 -0.00330
N3 4 0.176797 0.258687 0.569989 11.00000 0.03384 0.03432 =
0.03711 -0.01967 -0.00052 -0.00810
C28 1 -0.205449 0.054470 0.451010 11.00000 0.01884 0.02620 =
0.05831 -0.01827 -0.00293 -0.00162
C8 1 0.101430 0.205126 0.528488 11.00000 0.02581 0.02693 =
0.04302 -0.01842 -0.00299 -0.00304
AFIX 43
H8 2 0.019343 0.167080 0.569956 11.00000 -1.20000
AFIX 0
N1 4 -0.039850 0.317255 0.231374 11.00000 0.03499 0.03510 =
0.04316 -0.02071 -0.00700 -0.00177
C9 1 0.277817 0.274358 0.393724 11.00000 0.02845 0.02818 =
0.03918 -0.01642 -0.00478 -0.00470
C19 1 0.113665 0.375437 0.802457 11.00000 0.03300 0.03220 =
0.03742 -0.01685 -0.00377 -0.00141
C15 1 0.146099 0.262616 0.682082 11.00000 0.03407 0.03460 =
0.03898 -0.01912 -0.00268 -0.00449
C21 1 0.252760 0.067028 0.147167 11.00000 0.03432 0.04601 =
0.03614 -0.01900 0.00414 0.00325
C20 1 0.141367 0.371522 0.693852 11.00000 0.03886 0.03004 =
0.03526 -0.01237 -0.00535 -0.00488
AFIX 43
H20 2 0.156394 0.440101 0.630508 11.00000 -1.20000
AFIX 0
O2 5 0.138575 0.024658 0.165241 11.00000 0.04652 0.10078 =
0.10915 -0.07142 0.03765 -0.02626
C25 1 -0.418727 0.016300 0.393555 11.00000 0.02095 0.05355 =
0.03611 -0.01545 0.00217 -0.00545
AFIX 43
H25 2 -0.364349 0.027311 0.321547 11.00000 -1.20000
AFIX 0
C1 1 -0.028948 0.413009 0.250252 11.00000 0.03873 0.03603 =
0.04515 -0.02084 -0.01458 0.00278
AFIX 43
H1 2 0.022237 0.414035 0.302823 11.00000 -1.20000
AFIX 0
O1 5 0.269211 0.136929 0.191706 11.00000 0.04051 0.09660 =
0.07536 -0.06915 0.00716 0.00011
C26 1 -0.440595 0.011419 0.582573 11.00000 0.02139 0.06144 =
0.04499 -0.02638 -0.00662 -0.00525
AFIX 43
H26 2 -0.401070 0.019114 0.638610 11.00000 -1.20000
AFIX 0
C7 1 -0.125823 0.353323 0.149858 11.00000 0.03103 0.03948 =
0.03251 -0.01888 0.00368 -0.00682
C23 1 0.513420 0.070700 0.058211 11.00000 0.03800 0.05865 =
0.05697 -0.04275 0.00375 -0.00539
AFIX 43
H23 2 0.523460 0.118339 0.097487 11.00000 -1.20000
AFIX 0
C16 1 0.122380 0.160634 0.774449 11.00000 0.05225 0.02969 =
0.04730 -0.01597 -0.00282 -0.00596
AFIX 43
H16 2 0.123209 0.088656 0.764979 11.00000 -1.20000
AFIX 0
C14 1 0.291102 0.304383 0.484783 11.00000 0.03421 0.03437 =
0.04194 -0.01852 -0.00366 -0.00879
C6 1 -0.178272 0.285979 0.103163 11.00000 0.04970 0.04824 =
0.04377 -0.02585 -0.00223 -0.01271
AFIX 43
H6 2 -0.157261 0.204453 0.125180 11.00000 -1.20000
AFIX 0
C17 1 0.097180 0.167051 0.882076 11.00000 0.06191 0.03471 =
0.04081 -0.00791 0.00194 -0.00878
AFIX 43
H17 2 0.081904 0.098507 0.945423 11.00000 -1.20000
AFIX 0
C22 1 0.380328 0.034552 0.068641 11.00000 0.03405 0.04002 =
0.03568 -0.02042 0.00474 -0.00089
C18 1 0.094472 0.273579 0.896415 11.00000 0.04814 0.04266 =
0.03401 -0.01500 0.00113 -0.00479
AFIX 43
H18 2 0.079803 0.276801 0.968952 11.00000 -1.20000
AFIX 0
C13 1 0.404680 0.365051 0.479680 11.00000 0.04821 0.06722 =
0.05533 -0.03516 -0.00281 -0.02603
AFIX 43
H13 2 0.412982 0.385949 0.540150 11.00000 -1.20000
AFIX 0
C24 1 0.368350 -0.036956 0.009801 11.00000 0.03180 0.06087 =
0.06032 -0.04046 0.00679 -0.00984
AFIX 43
H24 2 0.279748 -0.062508 0.016170 11.00000 -1.20000
AFIX 0
C10 1 0.378793 0.303018 0.294457 11.00000 0.04380 0.04676 =
0.04204 -0.02343 0.00176 -0.01255
AFIX 43
H10 2 0.370599 0.282922 0.233491 11.00000 -1.20000
AFIX 0
C5 1 -0.262161 0.344703 0.023396 11.00000 0.06840 0.06761 =
0.04751 -0.03017 -0.01335 -0.01895
AFIX 43
H5 2 -0.298748 0.301965 -0.009332 11.00000 -1.20000
AFIX 0
C11 1 0.491913 0.362483 0.289508 11.00000 0.04779 0.06595 =
0.05602 -0.02870 0.01438 -0.02757
AFIX 43
H11 2 0.561475 0.382911 0.223970 11.00000 -1.20000
AFIX 0
C12 1 0.503855 0.392468 0.380779 11.00000 0.05033 0.08067 =
0.07112 -0.03946 0.00649 -0.03985
AFIX 43
H12 2 0.581678 0.432452 0.374587 11.00000 -1.20000
AFIX 0
N5 4 0.309425 0.689577 0.329197 11.00000 0.13296 0.10916 =
0.07474 0.00248 -0.03854 0.00236
O5 5 0.154715 0.617043 0.484288 11.00000 0.14652 0.16702 =
0.19684 0.05167 0.03353 0.06801
C31 1 0.251852 0.681382 0.439181 11.00000 0.18803 0.10196 =
0.11100 -0.03938 -0.06848 0.05322
C29 1 0.251273 0.640730 0.271883 11.00000 0.16936 0.23966 =
0.23722 -0.14928 -0.12332 0.05540
AFIX 137
H29A 2 0.197589 0.576212 0.324951 11.00000 -1.50000
H29B 2 0.326071 0.611964 0.222940 11.00000 -1.50000
H29C 2 0.189000 0.699442 0.227192 11.00000 -1.50000
AFIX 0
C30 1 0.429266 0.749390 0.275476 11.00000 0.41611 0.24138 =
0.28103 0.17628 -0.19378 -0.15441
AFIX 137
H30A 2 0.484880 0.743793 0.330465 11.00000 -1.50000
H30B 2 0.401885 0.831087 0.236553 11.00000 -1.50000
H30C 2 0.485177 0.715287 0.221689 11.00000 -1.50000
AFIX 0
HKLF 4
REM 3 in P1 New: P-1
REM R1 = 0.0254 for 4410 Fo > 4sig(Fo) and 0.0293 for all 4813 data
REM 381 parameters refined using 1 restraints
END
WGHT 0.0337 1.2172
REM Highest difference peak 0.572, deepest hole -0.501, 1-sigma level 0.060
Q1 1 0.2955 0.7779 0.3444 11.00000 0.05 0.57
Q2 1 0.4612 0.7615 0.2748 11.00000 0.05 0.55
Q3 1 0.4504 0.6560 0.2160 11.00000 0.05 0.49
Q4 1 -0.1516 0.1255 0.4700 11.00000 0.05 0.48
Q5 1 0.1682 0.6327 0.4958 11.00000 0.05 0.43
Q6 1 0.1993 -0.0061 0.2219 11.00000 0.05 0.39
Q7 1 -0.1237 0.0627 0.5060 11.00000 0.05 0.37
Q8 1 0.2006 0.5941 0.3983 11.00000 0.05 0.35
Q9 1 -0.2135 0.6239 0.0238 11.00000 0.05 0.30
Q10 1 0.4042 -0.0743 0.0760 11.00000 0.05 0.25
Q11 1 -0.1590 0.0932 0.2836 11.00000 0.05 0.24
Q12 1 -0.1672 0.5105 0.0531 11.00000 0.05 0.23
Q13 1 -0.1542 0.4952 0.1607 11.00000 0.05 0.22
Q14 1 0.1267 0.1979 0.3787 11.00000 0.05 0.21
Q15 1 -0.1697 0.4137 0.1344 11.00000 0.05 0.20
Q16 1 0.3075 0.2608 0.4524 11.00000 0.05 0.18
Q17 1 0.0944 0.3737 0.7427 11.00000 0.05 0.18
Q18 1 0.1555 0.2541 0.6300 11.00000 0.05 0.18
Q19 1 -0.3231 0.6809 0.0110 11.00000 0.05 0.18
Q20 1 0.0633 0.3339 0.8536 11.00000 0.05 0.18
;
_shelx_res_checksum 21048
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_3_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1846915'
_audit_update_record
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date 2018-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2017/1
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C28 H18 N4 O4 Zn, C3 H7 N O'
_chemical_formula_sum 'C31 H25 N5 O5 Zn'
_chemical_formula_weight 612.95
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2840 1.4300 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.3633(5)
_cell_length_b 12.1048(7)
_cell_length_c 13.7443(7)
_cell_angle_alpha 69.8810(10)
_cell_angle_beta 72.1480(10)
_cell_angle_gamma 76.809(2)
_cell_volume 1379.11(13)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 9932
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 27.39
_cell_measurement_theta_min 3.12
_shelx_estimated_absorpt_T_max 0.813
_shelx_estimated_absorpt_T_min 0.716
_exptl_absorpt_coefficient_mu 0.942
_exptl_absorpt_correction_T_max 0.8126
_exptl_absorpt_correction_T_min 0.7161
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_absorpt_special_details ?
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.476
_exptl_crystal_density_meas .
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 632
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.3
_exptl_crystal_size_min 0.23
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0255
_diffrn_reflns_av_unetI/netI 0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 20203
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full 25.008
_diffrn_reflns_theta_max 25.008
_diffrn_reflns_theta_min 3.122
_diffrn_ambient_temperature 298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 4299
_reflns_number_total 4843
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max 0.579
_refine_diff_density_min -0.462
_refine_diff_density_rms 0.049
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.046
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 381
_refine_ls_number_reflns 4843
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0357
_refine_ls_R_factor_gt 0.0291
_refine_ls_restrained_S_all 1.046
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+1.0121P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0700
_refine_ls_wR_factor_ref 0.0737
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
C3(H3), C4(H4), C9(H9), C11(H11), C12(H12), C13(H13), C14(H14), C19(H19),
C21(H21), C22(H22), C23(H23), C24(H24), C27(H27), C28(H28), C17(H17), C18(H18),
C8(H8), C7(H7), C31(H31)
2.b Idealised Me refined as rotating group:
C30(H30A,H30B,H30C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.45411(2) 0.82806(2) 0.19544(2) 0.02342(8) Uani 1 1 d . . . . .
O1 O 0.62905(17) 0.90875(14) 0.15015(13) 0.0375(4) Uani 1 1 d . . . . .
O2 O 0.6788(2) 0.8854(3) -0.00832(19) 0.0964(10) Uani 1 1 d . . . . .
O3 O 0.27478(17) 0.88190(15) 0.29357(12) 0.0392(4) Uani 1 1 d . . . . .
O4 O 0.40391(18) 0.91349(16) 0.39070(13) 0.0449(4) Uani 1 1 d . . . . .
N1 N 0.35943(18) 0.79189(14) 0.09705(13) 0.0234(4) Uani 1 1 d . . . . .
N2 N 0.32601(18) 0.76244(14) -0.04461(13) 0.0238(4) Uani 1 1 d . . . . .
N4 N 0.53931(19) 0.65448(15) 0.26680(13) 0.0256(4) Uani 1 1 d . . . . .
N3 N 0.6084(2) 0.46059(15) 0.28975(13) 0.0268(4) Uani 1 1 d . . . . .
C1 C 0.7128(2) 0.9141(2) 0.0568(2) 0.0363(5) Uani 1 1 d . . . . .
C2 C 0.8614(2) 0.95912(18) 0.02830(18) 0.0283(5) Uani 1 1 d . . . . .
C3 C 0.9421(2) 0.99187(19) -0.07791(18) 0.0324(5) Uani 1 1 d . . . . .
H3 H 0.903221 0.986536 -0.130575 0.039 Uiso 1 1 calc R . . . .
C4 C 0.9199(2) 0.96755(19) 0.10604(18) 0.0305(5) Uani 1 1 d . . . . .
H4 H 0.866264 0.945872 0.177448 0.037 Uiso 1 1 calc R . . . .
C9 C 0.4107(2) 0.80569(17) -0.00621(15) 0.0232(4) Uani 1 1 d . . . . .
H9 H 0.496195 0.841452 -0.048268 0.028 Uiso 1 1 calc R . . . .
C15 C 0.2086(2) 0.71657(17) 0.04093(16) 0.0247(4) Uani 1 1 d . . . . .
C10 C 0.2305(2) 0.73604(17) 0.12902(16) 0.0240(4) Uani 1 1 d . . . . .
C11 C 0.1303(2) 0.7026(2) 0.22866(17) 0.0339(5) Uani 1 1 d . . . . .
H11 H 0.143744 0.715156 0.288150 0.041 Uiso 1 1 calc R . . . .
C12 C 0.0106(3) 0.6501(2) 0.23588(19) 0.0441(6) Uani 1 1 d . . . . .
H12 H -0.057563 0.625822 0.301927 0.053 Uiso 1 1 calc R . . . .
C13 C -0.0115(3) 0.6323(2) 0.1470(2) 0.0443(6) Uani 1 1 d . . . . .
H13 H -0.094644 0.597131 0.155023 0.053 Uiso 1 1 calc R . . . .
C14 C 0.0863(2) 0.6652(2) 0.04786(19) 0.0359(5) Uani 1 1 d . . . . .
H14 H 0.071303 0.653777 -0.011642 0.043 Uiso 1 1 calc R . . . .
C16 C 0.3567(2) 0.75992(18) -0.15228(16) 0.0251(4) Uani 1 1 d . . . . .
C19 C 0.5402(2) 0.56432(18) 0.23476(16) 0.0280(5) Uani 1 1 d . . . . .
H19 H 0.498010 0.570808 0.179608 0.034 Uiso 1 1 calc R . . . .
C20 C 0.6123(2) 0.60798(18) 0.34939(15) 0.0250(4) Uani 1 1 d . . . . .
C21 C 0.6454(2) 0.6652(2) 0.41047(17) 0.0322(5) Uani 1 1 d . . . . .
H21 H 0.617179 0.746413 0.400189 0.039 Uiso 1 1 calc R . . . .
C22 C 0.7216(3) 0.5963(2) 0.48660(18) 0.0410(6) Uani 1 1 d . . . . .
H22 H 0.744311 0.631540 0.529448 0.049 Uiso 1 1 calc R . . . .
C23 C 0.7657(3) 0.4752(2) 0.50122(19) 0.0439(6) Uani 1 1 d . . . . .
H23 H 0.817869 0.431918 0.553320 0.053 Uiso 1 1 calc R . . . .
C24 C 0.7349(3) 0.4171(2) 0.44122(17) 0.0374(5) Uani 1 1 d . . . . .
H24 H 0.765002 0.336058 0.451105 0.045 Uiso 1 1 calc R . . . .
C25 C 0.6565(2) 0.48637(18) 0.36525(16) 0.0265(4) Uani 1 1 d . . . . .
C26 C 0.6175(2) 0.34845(18) 0.27301(16) 0.0259(4) Uani 1 1 d . . . . .
C27 C 0.5860(3) 0.24845(19) 0.35877(16) 0.0314(5) Uani 1 1 d . . . . .
H27 H 0.569167 0.250607 0.428432 0.038 Uiso 1 1 calc R . . . .
C28 C 0.5801(3) 0.14519(19) 0.33923(17) 0.0335(5) Uani 1 1 d . . . . .
H28 H 0.556872 0.078031 0.396639 0.040 Uiso 1 1 calc R . . . .
C17 C 0.3922(2) 0.86039(18) -0.23639(16) 0.0296(5) Uani 1 1 d . . . . .
H17 H 0.397225 0.930071 -0.223989 0.036 Uiso 1 1 calc R . . . .
C18 C 0.3521(2) 0.65460(18) -0.16898(16) 0.0256(4) Uani 1 1 d . . . . .
H18 H 0.328991 0.587432 -0.111549 0.031 Uiso 1 1 calc R . . . .
C5 C 0.2856(2) 0.91500(19) 0.36997(17) 0.0303(5) Uani 1 1 d . . . . .
C6 C 0.1367(2) 0.95854(19) 0.43696(16) 0.0295(5) Uani 1 1 d . . . . .
C8 C -0.0010(3) 0.9443(2) 0.42804(19) 0.0396(6) Uani 1 1 d . . . . .
H8 H -0.003004 0.906801 0.379775 0.048 Uiso 1 1 calc R . . . .
C7 C 0.1356(3) 1.0145(2) 0.50955(19) 0.0402(6) Uani 1 1 d . . . . .
H7 H 0.226993 1.024779 0.516585 0.048 Uiso 1 1 calc R . . . .
O5 O 0.3298(6) 0.4137(3) 0.0270(3) 0.204(3) Uani 1 1 d . . . . .
N9 N 0.1898(3) 0.3210(2) 0.1812(2) 0.0608(6) Uani 1 1 d . . . . .
C30 C 0.2198(6) 0.3475(5) 0.2644(4) 0.1202(18) Uani 1 1 d . . . . .
H30A H 0.276116 0.279133 0.303635 0.180 Uiso 1 1 calc GR . . . .
H30B H 0.125919 0.368751 0.311607 0.180 Uiso 1 1 calc GR . . . .
H30C H 0.277792 0.412630 0.234776 0.180 Uiso 1 1 calc GR . . . .
C29 C 0.0835(7) 0.2401(5) 0.2097(4) 0.136(2) Uani 1 1 d . . . . .
H29A H -0.015543 0.275270 0.240279 0.203 Uiso 1 1 calc GR . . . .
H29B H 0.112879 0.167906 0.260906 0.203 Uiso 1 1 calc GR . . . .
H29C H 0.081737 0.222934 0.146896 0.203 Uiso 1 1 calc GR . . . .
C31 C 0.2572(6) 0.3668(5) 0.0816(4) 0.149(3) Uani 1 1 d . . . . .
H31 H 0.211239 0.340679 0.043969 0.179 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
Zn1 0.02107(13) 0.02712(14) 0.02328(13) -0.01279(10) 0.00022(9) -0.00519(9)
O1 0.0265(8) 0.0386(9) 0.0469(10) -0.0175(8) 0.0037(7) -0.0136(7)
O2 0.0559(13) 0.191(3) 0.0831(16) -0.0865(19) 0.0201(12) -0.0748(17)
O3 0.0299(8) 0.0546(10) 0.0364(9) -0.0304(8) 0.0030(7) -0.0013(7)
O4 0.0281(9) 0.0646(12) 0.0431(10) -0.0280(9) -0.0027(7) 0.0018(8)
N1 0.0220(9) 0.0254(9) 0.0223(9) -0.0088(7) -0.0039(7) -0.0021(7)
N2 0.0251(9) 0.0266(9) 0.0201(8) -0.0091(7) -0.0020(7) -0.0058(7)
N4 0.0275(9) 0.0266(9) 0.0246(9) -0.0104(7) -0.0059(7) -0.0036(7)
N3 0.0358(10) 0.0238(9) 0.0235(9) -0.0091(7) -0.0104(8) -0.0017(7)
C1 0.0246(11) 0.0370(13) 0.0495(15) -0.0201(11) -0.0010(11) -0.0087(9)
C2 0.0198(10) 0.0239(11) 0.0399(12) -0.0110(9) -0.0038(9) -0.0030(8)
C3 0.0248(11) 0.0375(12) 0.0373(12) -0.0144(10) -0.0077(9) -0.0039(9)
C4 0.0238(11) 0.0302(11) 0.0333(12) -0.0092(10) -0.0009(9) -0.0045(9)
C9 0.0224(10) 0.0237(10) 0.0231(10) -0.0081(8) -0.0028(8) -0.0040(8)
C15 0.0234(10) 0.0251(10) 0.0230(10) -0.0065(8) -0.0022(8) -0.0040(8)
C10 0.0226(10) 0.0237(10) 0.0238(10) -0.0060(8) -0.0053(8) -0.0015(8)
C11 0.0325(12) 0.0410(13) 0.0244(11) -0.0096(10) -0.0017(9) -0.0053(10)
C12 0.0336(13) 0.0561(16) 0.0334(13) -0.0082(12) 0.0062(10) -0.0164(11)
C13 0.0301(13) 0.0556(16) 0.0481(15) -0.0140(13) -0.0017(11) -0.0210(11)
C14 0.0315(12) 0.0441(14) 0.0371(13) -0.0139(11) -0.0086(10) -0.0118(10)
C16 0.0257(11) 0.0289(11) 0.0210(10) -0.0104(9) -0.0035(8) -0.0027(8)
C19 0.0339(12) 0.0287(11) 0.0242(11) -0.0100(9) -0.0105(9) -0.0017(9)
C20 0.0220(10) 0.0317(11) 0.0212(10) -0.0112(9) -0.0002(8) -0.0051(8)
C21 0.0299(12) 0.0417(13) 0.0294(11) -0.0197(10) -0.0018(9) -0.0070(10)
C22 0.0419(14) 0.0616(17) 0.0300(12) -0.0238(12) -0.0091(11) -0.0115(12)
C23 0.0464(15) 0.0602(17) 0.0272(12) -0.0078(12) -0.0173(11) -0.0082(12)
C24 0.0441(14) 0.0382(13) 0.0266(12) -0.0043(10) -0.0112(10) -0.0043(10)
C25 0.0273(11) 0.0318(11) 0.0203(10) -0.0081(9) -0.0035(8) -0.0061(9)
C26 0.0301(11) 0.0239(10) 0.0251(11) -0.0101(9) -0.0066(9) -0.0024(8)
C27 0.0420(13) 0.0308(12) 0.0190(10) -0.0088(9) -0.0052(9) -0.0014(10)
C28 0.0436(13) 0.0257(11) 0.0242(11) -0.0018(9) -0.0037(10) -0.0066(9)
C17 0.0362(12) 0.0236(11) 0.0280(11) -0.0089(9) -0.0045(9) -0.0048(9)
C18 0.0305(11) 0.0226(10) 0.0206(10) -0.0029(8) -0.0048(8) -0.0051(8)
C5 0.0303(12) 0.0290(11) 0.0260(11) -0.0098(9) 0.0008(9) -0.0017(9)
C6 0.0282(11) 0.0331(12) 0.0240(11) -0.0123(9) -0.0012(9) 0.0007(9)
C8 0.0340(13) 0.0555(15) 0.0369(13) -0.0317(12) -0.0032(10) -0.0002(11)
C7 0.0270(12) 0.0596(16) 0.0409(13) -0.0294(12) -0.0047(10) -0.0011(11)
O5 0.223(5) 0.086(2) 0.121(3) 0.040(2) 0.083(3) 0.046(3)
N9 0.0678(17) 0.0515(14) 0.0526(15) -0.0067(12) -0.0148(13) -0.0015(12)
C30 0.107(4) 0.146(4) 0.146(4) -0.081(4) -0.070(3) 0.020(3)
C29 0.178(6) 0.112(4) 0.138(5) -0.008(3) -0.074(4) -0.059(4)
C31 0.122(4) 0.119(4) 0.076(3) 0.044(3) 0.014(3) 0.067(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
Zn1 O1 1.9265(14) . ?
Zn1 O3 1.9442(14) . ?
Zn1 N1 2.0311(16) . ?
Zn1 N4 2.0761(17) . ?
O1 C1 1.271(3) . ?
O2 C1 1.209(3) . ?
O3 C5 1.283(3) . ?
O4 C5 1.221(3) . ?
N1 C9 1.315(2) . ?
N1 C10 1.396(3) . ?
N2 C9 1.348(2) . ?
N2 C15 1.392(2) . ?
N2 C16 1.428(2) . ?
N4 C19 1.308(3) . ?
N4 C20 1.390(3) . ?
N3 C19 1.354(3) . ?
N3 C25 1.396(3) . ?
N3 C26 1.433(3) . ?
C1 C2 1.501(3) . ?
C2 C3 1.386(3) . ?
C2 C4 1.382(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(3) 2_775 ?
C4 H4 0.9300 . ?
C9 H9 0.9300 . ?
C15 C10 1.391(3) . ?
C15 C14 1.387(3) . ?
C10 C11 1.387(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.372(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.393(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.372(3) . ?
C14 H14 0.9300 . ?
C16 C17 1.381(3) . ?
C16 C18 1.383(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.392(3) . ?
C20 C25 1.394(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.373(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.390(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.377(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(3) . ?
C26 C27 1.382(3) . ?
C26 C18 1.382(3) 2_665 ?
C27 H27 0.9300 . ?
C27 C28 1.382(3) . ?
C28 H28 0.9300 . ?
C28 C17 1.379(3) 2_665 ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C5 C6 1.510(3) . ?
C6 C8 1.385(3) . ?
C6 C7 1.382(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.385(3) 2_576 ?
C7 H7 0.9300 . ?
O5 C31 0.958(6) . ?
N9 C30 1.407(5) . ?
N9 C29 1.430(5) . ?
N9 C31 1.299(5) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C31 H31 0.9300 . ?
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
O1 Zn1 O3 118.25(7) . . ?
O1 Zn1 N1 125.45(7) . . ?
O1 Zn1 N4 102.18(7) . . ?
O3 Zn1 N1 101.11(7) . . ?
O3 Zn1 N4 110.18(7) . . ?
N1 Zn1 N4 97.30(6) . . ?
C1 O1 Zn1 116.86(14) . . ?
C5 O3 Zn1 121.19(14) . . ?
C9 N1 Zn1 128.48(14) . . ?
C9 N1 C10 105.50(16) . . ?
C10 N1 Zn1 125.78(13) . . ?
C9 N2 C15 107.22(16) . . ?
C9 N2 C16 125.78(17) . . ?
C15 N2 C16 126.94(16) . . ?
C19 N4 Zn1 123.79(14) . . ?
C19 N4 C20 105.37(17) . . ?
C20 N4 Zn1 130.75(13) . . ?
C19 N3 C25 106.50(16) . . ?
C19 N3 C26 123.95(17) . . ?
C25 N3 C26 129.46(17) . . ?
O1 C1 C2 116.7(2) . . ?
O2 C1 O1 123.7(2) . . ?
O2 C1 C2 119.6(2) . . ?
C3 C2 C1 119.3(2) . . ?
C4 C2 C1 121.3(2) . . ?
C4 C2 C3 119.42(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(2) 2_775 . ?
C4 C3 H3 119.8 2_775 . ?
C2 C4 C3 120.2(2) . 2_775 ?
C2 C4 H4 119.9 . . ?
C3 C4 H4 119.9 2_775 . ?
N1 C9 N2 112.78(17) . . ?
N1 C9 H9 123.6 . . ?
N2 C9 H9 123.6 . . ?
C10 C15 N2 105.30(17) . . ?
C14 C15 N2 132.47(19) . . ?
C14 C15 C10 122.18(19) . . ?
C15 C10 N1 109.20(17) . . ?
C11 C10 N1 130.26(19) . . ?
C11 C10 C15 120.54(19) . . ?
C10 C11 H11 121.4 . . ?
C12 C11 C10 117.3(2) . . ?
C12 C11 H11 121.4 . . ?
C11 C12 H12 119.1 . . ?
C11 C12 C13 121.8(2) . . ?
C13 C12 H12 119.1 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.6(2) . . ?
C14 C13 H13 119.2 . . ?
C15 C14 H14 121.7 . . ?
C13 C14 C15 116.6(2) . . ?
C13 C14 H14 121.7 . . ?
C17 C16 N2 120.02(18) . . ?
C17 C16 C18 121.76(18) . . ?
C18 C16 N2 118.21(18) . . ?
N4 C19 N3 113.41(18) . . ?
N4 C19 H19 123.3 . . ?
N3 C19 H19 123.3 . . ?
N4 C20 C21 129.64(19) . . ?
N4 C20 C25 109.55(17) . . ?
C21 C20 C25 120.80(19) . . ?
C20 C21 H21 121.5 . . ?
C22 C21 C20 117.0(2) . . ?
C22 C21 H21 121.5 . . ?
C21 C22 H22 119.2 . . ?
C21 C22 C23 121.7(2) . . ?
C23 C22 H22 119.2 . . ?
C22 C23 H23 118.9 . . ?
C24 C23 C22 122.3(2) . . ?
C24 C23 H23 118.9 . . ?
C23 C24 H24 122.0 . . ?
C23 C24 C25 116.1(2) . . ?
C25 C24 H24 122.0 . . ?
C20 C25 N3 105.18(17) . . ?
C24 C25 N3 132.6(2) . . ?
C24 C25 C20 122.2(2) . . ?
C27 C26 N3 120.72(18) . . ?
C18 C26 N3 117.94(18) 2_665 . ?
C18 C26 C27 121.18(19) 2_665 . ?
C26 C27 H27 120.6 . . ?
C28 C27 C26 118.85(19) . . ?
C28 C27 H27 120.6 . . ?
C27 C28 H28 119.3 . . ?
C17 C28 C27 121.4(2) 2_665 . ?
C17 C28 H28 119.3 2_665 . ?
C16 C17 H17 120.8 . . ?
C28 C17 C16 118.36(19) 2_665 . ?
C28 C17 H17 120.8 2_665 . ?
C16 C18 H18 120.8 . . ?
C26 C18 C16 118.42(18) 2_665 . ?
C26 C18 H18 120.8 2_665 . ?
O3 C5 C6 115.00(19) . . ?
O4 C5 O3 125.19(19) . . ?
O4 C5 C6 119.81(19) . . ?
C8 C6 C5 121.87(19) . . ?
C7 C6 C5 119.9(2) . . ?
C7 C6 C8 118.3(2) . . ?
C6 C8 H8 119.8 . . ?
C7 C8 C6 120.5(2) 2_576 . ?
C7 C8 H8 119.8 2_576 . ?
C6 C7 C8 121.3(2) . 2_576 ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 2_576 . ?
C30 N9 C29 117.8(4) . . ?
C31 N9 C30 121.6(5) . . ?
C31 N9 C29 120.6(5) . . ?
N9 C30 H30A 109.5 . . ?
N9 C30 H30B 109.5 . . ?
N9 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N9 C29 H29A 109.5 . . ?
N9 C29 H29B 109.5 . . ?
N9 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O5 C31 N9 152.0(10) . . ?
O5 C31 H31 104.0 . . ?
N9 C31 H31 104.0 . . ?
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
Zn1 O1 C1 O2 9.6(4) . . . . ?
Zn1 O1 C1 C2 -170.41(14) . . . . ?
Zn1 O3 C5 O4 -2.0(3) . . . . ?
Zn1 O3 C5 C6 177.91(14) . . . . ?
Zn1 N1 C9 N2 174.25(13) . . . . ?
Zn1 N1 C10 C15 -174.38(13) . . . . ?
Zn1 N1 C10 C11 6.6(3) . . . . ?
Zn1 N4 C19 N3 176.76(13) . . . . ?
Zn1 N4 C20 C21 2.1(3) . . . . ?
Zn1 N4 C20 C25 -176.53(14) . . . . ?
O1 C1 C2 C3 -165.9(2) . . . . ?
O1 C1 C2 C4 14.7(3) . . . . ?
O2 C1 C2 C3 14.1(4) . . . . ?
O2 C1 C2 C4 -165.3(3) . . . . ?
O3 C5 C6 C8 10.6(3) . . . . ?
O3 C5 C6 C7 -169.3(2) . . . . ?
O4 C5 C6 C8 -169.4(2) . . . . ?
O4 C5 C6 C7 10.7(3) . . . . ?
N1 C10 C11 C12 179.0(2) . . . . ?
N2 C15 C10 N1 -0.4(2) . . . . ?
N2 C15 C10 C11 178.76(19) . . . . ?
N2 C15 C14 C13 -178.3(2) . . . . ?
N2 C16 C17 C28 -179.51(19) . . . 2_665 ?
N2 C16 C18 C26 -179.61(18) . . . 2_665 ?
N4 C20 C21 C22 -179.0(2) . . . . ?
N4 C20 C25 N3 0.1(2) . . . . ?
N4 C20 C25 C24 178.55(19) . . . . ?
N3 C26 C27 C28 173.1(2) . . . . ?
C1 C2 C3 C4 -179.32(19) . . . 2_775 ?
C1 C2 C4 C3 179.32(19) . . . 2_775 ?
C3 C2 C4 C3 -0.1(3) . . . 2_775 ?
C4 C2 C3 C4 0.1(3) . . . 2_775 ?
C9 N1 C10 C15 0.5(2) . . . . ?
C9 N1 C10 C11 -178.5(2) . . . . ?
C9 N2 C15 C10 0.1(2) . . . . ?
C9 N2 C15 C14 177.6(2) . . . . ?
C9 N2 C16 C17 -47.7(3) . . . . ?
C9 N2 C16 C18 131.3(2) . . . . ?
C15 N2 C9 N1 0.2(2) . . . . ?
C15 N2 C16 C17 135.4(2) . . . . ?
C15 N2 C16 C18 -45.6(3) . . . . ?
C15 C10 C11 C12 0.1(3) . . . . ?
C10 N1 C9 N2 -0.4(2) . . . . ?
C10 C15 C14 C13 -1.2(3) . . . . ?
C10 C11 C12 C13 -0.8(4) . . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C12 C13 C14 C15 0.4(4) . . . . ?
C14 C15 C10 N1 -178.16(19) . . . . ?
C14 C15 C10 C11 1.0(3) . . . . ?
C16 N2 C9 N1 -177.19(17) . . . . ?
C16 N2 C15 C10 177.47(18) . . . . ?
C16 N2 C15 C14 -5.1(4) . . . . ?
C19 N4 C20 C21 178.6(2) . . . . ?
C19 N4 C20 C25 -0.1(2) . . . . ?
C19 N3 C25 C20 -0.1(2) . . . . ?
C19 N3 C25 C24 -178.3(2) . . . . ?
C19 N3 C26 C27 -134.5(2) . . . . ?
C19 N3 C26 C18 41.0(3) . . . 2_665 ?
C20 N4 C19 N3 0.0(2) . . . . ?
C20 C21 C22 C23 0.9(3) . . . . ?
C21 C20 C25 N3 -178.66(18) . . . . ?
C21 C20 C25 C24 -0.2(3) . . . . ?
C21 C22 C23 C24 -0.5(4) . . . . ?
C22 C23 C24 C25 -0.2(4) . . . . ?
C23 C24 C25 N3 178.5(2) . . . . ?
C23 C24 C25 C20 0.6(3) . . . . ?
C25 N3 C19 N4 0.1(2) . . . . ?
C25 N3 C26 C27 41.6(3) . . . . ?
C25 N3 C26 C18 -142.9(2) . . . 2_665 ?
C25 C20 C21 C22 -0.5(3) . . . . ?
C26 N3 C19 N4 176.97(18) . . . . ?
C26 N3 C25 C20 -176.78(19) . . . . ?
C26 N3 C25 C24 5.0(4) . . . . ?
C26 C27 C28 C17 1.4(3) . . . 2_665 ?
C17 C16 C18 C26 -0.7(3) . . . 2_665 ?
C18 C16 C17 C28 1.6(3) . . . 2_665 ?
C18 C26 C27 C28 -2.3(3) 2_665 . . . ?
C5 C6 C8 C7 -179.8(2) . . . 2_576 ?
C5 C6 C7 C8 179.9(2) . . . 2_576 ?
C8 C6 C7 C8 -0.1(4) . . . 2_576 ?
C7 C6 C8 C7 0.1(4) . . . 2_576 ?
C30 N9 C31 O5 4.9(12) . . . . ?
C29 N9 C31 O5 -174.2(10) . . . . ?
_shelx_res_file
;
TITL 3 in P1 New: P-1
3.res
created by SHELXL-2017/1 at 11:54:42 on 03-Jun-2018
CELL 0.71073 9.3633 12.1048 13.7443 69.881 72.148 76.809
ZERR 2 0.0005 0.0007 0.0007 0.001 0.001 0.002
LATT 1
SFAC C 2.310 20.844 1.02 10.208 1.589 0.569 0.865 51.651 0.216 0.003 0.002 =
11.5 0.68 12.01
SFAC H 0.493 10.511 0.323 26.126 0.14 3.142 0.041 57.8 0.003 0 0 0.624 =
0.35 1.008
SFAC N 12.213 0.006 3.132 9.893 2.013 28.997 1.166 0.583 -11.529 0.006 =
0.003 19.6 0.68 14.01
SFAC O 3.049 13.277 2.287 5.701 1.546 0.324 0.867 32.909 0.251 0.011 0.006 =
32.5 0.68 16
SFAC Zn 14.074 3.265 7.032 0.233 5.165 10.316 2.41 58.71 1.304 0.284 1.43 =
5860 1.45 65.39
UNIT 62 50 10 10 2
L.S. 10
PLAN 0
SIZE 0.38 0.3 0.23
TEMP 25
BOND $H
CONF
fmap 2
acta
OMIT -3 50.02
REM
REM
REM
WGHT 0.032000 1.012100
FVAR 0.17638
ZN1 5 0.454113 0.828058 0.195436 11.00000 0.02107 0.02712 =
0.02328 -0.01279 0.00022 -0.00519
O1 4 0.629053 0.908750 0.150147 11.00000 0.02645 0.03855 =
0.04694 -0.01746 0.00375 -0.01362
O2 4 0.678798 0.885408 -0.008320 11.00000 0.05593 0.19080 =
0.08314 -0.08653 0.02012 -0.07480
O3 4 0.274780 0.881897 0.293567 11.00000 0.02988 0.05456 =
0.03644 -0.03040 0.00297 -0.00129
O4 4 0.403913 0.913491 0.390697 11.00000 0.02807 0.06464 =
0.04310 -0.02797 -0.00269 0.00182
N1 3 0.359429 0.791894 0.097053 11.00000 0.02204 0.02543 =
0.02229 -0.00880 -0.00388 -0.00212
N2 3 0.326006 0.762437 -0.044607 11.00000 0.02506 0.02659 =
0.02015 -0.00915 -0.00205 -0.00575
N4 3 0.539313 0.654485 0.266801 11.00000 0.02749 0.02660 =
0.02460 -0.01041 -0.00594 -0.00359
N3 3 0.608418 0.460586 0.289752 11.00000 0.03578 0.02379 =
0.02355 -0.00908 -0.01038 -0.00171
C1 1 0.712752 0.914120 0.056766 11.00000 0.02456 0.03702 =
0.04951 -0.02007 -0.00099 -0.00866
C2 1 0.861373 0.959119 0.028304 11.00000 0.01980 0.02387 =
0.03991 -0.01101 -0.00384 -0.00298
C3 1 0.942091 0.991872 -0.077914 11.00000 0.02478 0.03749 =
0.03732 -0.01443 -0.00765 -0.00395
AFIX 43
H3 2 0.903221 0.986536 -0.130575 11.00000 -1.20000
AFIX 0
C4 1 0.919862 0.967546 0.106040 11.00000 0.02383 0.03022 =
0.03333 -0.00922 -0.00089 -0.00454
AFIX 43
H4 2 0.866264 0.945872 0.177448 11.00000 -1.20000
AFIX 0
C9 1 0.410683 0.805687 -0.006214 11.00000 0.02235 0.02365 =
0.02310 -0.00810 -0.00283 -0.00405
AFIX 43
H9 2 0.496195 0.841452 -0.048268 11.00000 -1.20000
AFIX 0
C15 1 0.208554 0.716571 0.040927 11.00000 0.02335 0.02506 =
0.02305 -0.00654 -0.00219 -0.00399
C10 1 0.230546 0.736038 0.129022 11.00000 0.02256 0.02372 =
0.02381 -0.00598 -0.00532 -0.00152
C11 1 0.130336 0.702562 0.228663 11.00000 0.03253 0.04105 =
0.02441 -0.00956 -0.00168 -0.00532
AFIX 43
H11 2 0.143744 0.715156 0.288150 11.00000 -1.20000
AFIX 0
C12 1 0.010637 0.650117 0.235883 11.00000 0.03358 0.05607 =
0.03336 -0.00819 0.00623 -0.01636
AFIX 43
H12 2 -0.057563 0.625822 0.301927 11.00000 -1.20000
AFIX 0
C13 1 -0.011519 0.632269 0.146978 11.00000 0.03013 0.05559 =
0.04814 -0.01399 -0.00166 -0.02101
AFIX 43
H13 2 -0.094644 0.597131 0.155023 11.00000 -1.20000
AFIX 0
C14 1 0.086253 0.665246 0.047862 11.00000 0.03147 0.04407 =
0.03710 -0.01385 -0.00865 -0.01176
AFIX 43
H14 2 0.071303 0.653777 -0.011642 11.00000 -1.20000
AFIX 0
C16 1 0.356662 0.759918 -0.152278 11.00000 0.02567 0.02893 =
0.02098 -0.01036 -0.00354 -0.00265
C19 1 0.540160 0.564324 0.234762 11.00000 0.03389 0.02867 =
0.02418 -0.00997 -0.01047 -0.00172
AFIX 43
H19 2 0.498010 0.570808 0.179608 11.00000 -1.20000
AFIX 0
C20 1 0.612318 0.607982 0.349393 11.00000 0.02199 0.03165 =
0.02115 -0.01122 -0.00020 -0.00506
C21 1 0.645411 0.665204 0.410474 11.00000 0.02994 0.04173 =
0.02937 -0.01971 -0.00183 -0.00701
AFIX 43
H21 2 0.617179 0.746413 0.400189 11.00000 -1.20000
AFIX 0
C22 1 0.721632 0.596293 0.486597 11.00000 0.04194 0.06160 =
0.03000 -0.02377 -0.00908 -0.01150
AFIX 43
H22 2 0.744311 0.631540 0.529448 11.00000 -1.20000
AFIX 0
C23 1 0.765745 0.475183 0.501218 11.00000 0.04640 0.06022 =
0.02723 -0.00779 -0.01731 -0.00822
AFIX 43
H23 2 0.817869 0.431918 0.553320 11.00000 -1.20000
AFIX 0
C24 1 0.734932 0.417057 0.441222 11.00000 0.04408 0.03816 =
0.02659 -0.00432 -0.01117 -0.00431
AFIX 43
H24 2 0.765002 0.336058 0.451105 11.00000 -1.20000
AFIX 0
C25 1 0.656475 0.486366 0.365249 11.00000 0.02728 0.03178 =
0.02027 -0.00815 -0.00353 -0.00614
C26 1 0.617464 0.348451 0.273013 11.00000 0.03009 0.02390 =
0.02512 -0.01012 -0.00662 -0.00236
C27 1 0.586028 0.248449 0.358773 11.00000 0.04197 0.03082 =
0.01903 -0.00877 -0.00522 -0.00145
AFIX 43
H27 2 0.569167 0.250607 0.428432 11.00000 -1.20000
AFIX 0
C28 1 0.580081 0.145190 0.339232 11.00000 0.04363 0.02572 =
0.02422 -0.00176 -0.00374 -0.00660
AFIX 43
H28 2 0.556872 0.078031 0.396639 11.00000 -1.20000
AFIX 0
C17 1 0.392162 0.860388 -0.236389 11.00000 0.03618 0.02360 =
0.02798 -0.00891 -0.00453 -0.00482
AFIX 43
H17 2 0.397225 0.930071 -0.223989 11.00000 -1.20000
AFIX 0
C18 1 0.352056 0.654603 -0.168978 11.00000 0.03052 0.02257 =
0.02062 -0.00286 -0.00483 -0.00514
AFIX 43
H18 2 0.328991 0.587432 -0.111549 11.00000 -1.20000
AFIX 0
C5 1 0.285555 0.915005 0.369969 11.00000 0.03032 0.02899 =
0.02604 -0.00979 0.00084 -0.00169
C6 1 0.136652 0.958537 0.436965 11.00000 0.02815 0.03311 =
0.02401 -0.01233 -0.00117 0.00070
C8 1 -0.000982 0.944286 0.428036 11.00000 0.03402 0.05545 =
0.03688 -0.03166 -0.00316 -0.00018
AFIX 43
H8 2 -0.003004 0.906801 0.379775 11.00000 -1.20000
AFIX 0
C7 1 0.135567 1.014550 0.509546 11.00000 0.02696 0.05956 =
0.04087 -0.02943 -0.00467 -0.00115
AFIX 43
H7 2 0.226993 1.024779 0.516585 11.00000 -1.20000
AFIX 0
O5 4 0.329818 0.413663 0.026975 11.00000 0.22264 0.08616 =
0.12052 0.04045 0.08313 0.04630
N9 3 0.189813 0.321012 0.181221 11.00000 0.06783 0.05146 =
0.05258 -0.00674 -0.01482 -0.00152
C30 1 0.219790 0.347483 0.264414 11.00000 0.10745 0.14592 =
0.14571 -0.08059 -0.06974 0.01959
AFIX 137
H30A 2 0.276116 0.279133 0.303635 11.00000 -1.50000
H30B 2 0.125919 0.368751 0.311607 11.00000 -1.50000
H30C 2 0.277792 0.412630 0.234776 11.00000 -1.50000
AFIX 0
C29 1 0.083482 0.240133 0.209663 11.00000 0.17816 0.11215 =
0.13785 -0.00755 -0.07398 -0.05912
AFIX 137
H29A 2 -0.015543 0.275270 0.240279 11.00000 -1.50000
H29B 2 0.112879 0.167906 0.260906 11.00000 -1.50000
H29C 2 0.081737 0.222934 0.146896 11.00000 -1.50000
AFIX 0
C31 1 0.257188 0.366822 0.081647 11.00000 0.12220 0.11892 =
0.07553 0.04367 0.01379 0.06748
AFIX 43
H31 2 0.211239 0.340679 0.043969 11.00000 -1.20000
AFIX 0
HKLF 4
REM 3 in P1 New: P-1
REM R1 = 0.0291 for 4299 Fo > 4sig(Fo) and 0.0357 for all 4843 data
REM 381 parameters refined using 0 restraints
END
WGHT 0.0319 1.0143
REM Highest difference peak 0.579, deepest hole -0.462, 1-sigma level 0.049
Q1 1 0.2259 0.4169 0.0033 11.00000 0.05 0.58
Q2 1 0.3622 0.4230 0.0443 11.00000 0.05 0.44
Q3 1 0.3472 0.7537 -0.1020 11.00000 0.05 0.28
Q4 1 0.6099 0.3988 0.2829 11.00000 0.05 0.24
Q5 1 0.6977 0.8379 0.0247 11.00000 0.05 0.23
Q6 1 0.7139 0.4533 0.3767 11.00000 0.05 0.23
Q7 1 0.7234 0.6253 0.4240 11.00000 0.05 0.21
Q8 1 0.6749 0.3384 0.2267 11.00000 0.05 0.21
Q9 1 0.3626 0.8628 0.4056 11.00000 0.05 0.21
Q10 1 0.4070 0.7974 0.1357 11.00000 0.05 0.21
Q11 1 0.3177 0.7193 -0.1598 11.00000 0.05 0.21
Q12 1 0.3326 0.8137 -0.1894 11.00000 0.05 0.20
Q13 1 0.7968 0.9438 0.0388 11.00000 0.05 0.20
Q14 1 0.6023 0.5452 0.3863 11.00000 0.05 0.20
Q15 1 0.0707 0.9226 0.4580 11.00000 0.05 0.20
Q16 1 0.5483 0.8778 0.1781 11.00000 0.05 0.20
Q17 1 0.7120 0.9386 -0.0428 11.00000 0.05 0.20
Q18 1 0.6686 0.5511 0.3340 11.00000 0.05 0.19
Q19 1 0.6255 0.4628 0.3420 11.00000 0.05 0.19
Q20 1 0.2102 0.6965 0.1836 11.00000 0.05 0.19
;
_shelx_res_checksum 24566
_olex2_submission_special_instructions 'No special instructions were received'