 
data_49
  
_audit_creation_method            'SHELXL-2018/3' 
_shelx_SHELXL_version_number      '2018/3' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety
 'C28 H30 N4 O8 Zn' 
_chemical_formula_sum 
 'C28 H30 N4 O8 Zn' 
_chemical_formula_weight          615.93 
  
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0181   0.0091 
 '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'   0.0311   0.0180 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0492   0.0322 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Zn'  'Zn'  -1.5491   0.6778 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
  
_space_group_crystal_system       monoclinic 
_space_group_IT_number            15 
_space_group_name_H-M_alt         'C 2/c' 
_space_group_name_Hall            '-C 2yc' 
  
_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. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
 '-x, y, -z+1/2' 
 'x+1/2, y+1/2, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y, z-1/2' 
 '-x+1/2, -y+1/2, -z' 
 'x+1/2, -y+1/2, z-1/2' 
  
_cell_length_a                    26.4733(6) 
_cell_length_b                    11.1675(3) 
_cell_length_c                    9.42187(19) 
_cell_angle_alpha                 90 
_cell_angle_beta                  92.7079(18) 
_cell_angle_gamma                 90 
_cell_volume                      2782.39(10) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     3809 
_cell_measurement_theta_min       4.2750 
_cell_measurement_theta_max       72.7100 
  
_exptl_crystal_description        tablets 
_exptl_crystal_colour             Colourless 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.470 
_exptl_crystal_F_000              1280 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.134 
_exptl_crystal_size_mid           0.071 
_exptl_crystal_size_min           0.032 
_exptl_absorpt_coefficient_mu     1.718 
_shelx_estimated_absorpt_T_min    ? 
_shelx_estimated_absorpt_T_max    ? 
_exptl_absorpt_correction_type    analytical 
_exptl_absorpt_correction_T_min   0.858 
_exptl_absorpt_correction_T_max   0.948 
_exptl_absorpt_process_details     
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
; 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       173(2) 
_diffrn_radiation_wavelength      1.54184 
_diffrn_radiation_type            CuK\a 
_diffrn_source                    'Enhance Ultra (Cu) X-ray Source' 
_diffrn_measurement_device_type   'Agilent Xcalibur PX Ultra A' 
_diffrn_measurement_method        'omega scans' 
_diffrn_detector_area_resol_mean  10.4115 
_diffrn_reflns_number             7845 
_diffrn_reflns_av_unetI/netI      0.0280 
_diffrn_reflns_av_R_equivalents   0.0264 
_diffrn_reflns_limit_h_min        -31 
_diffrn_reflns_limit_h_max        32 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        13 
_diffrn_reflns_limit_l_min        -11 
_diffrn_reflns_limit_l_max        11 
_diffrn_reflns_theta_min          4.298 
_diffrn_reflns_theta_max          73.347 
_diffrn_reflns_theta_full         67.684 
_diffrn_measured_fraction_theta_max   0.958 
_diffrn_measured_fraction_theta_full  0.985 
_diffrn_reflns_Laue_measured_fraction_max    0.958 
_diffrn_reflns_Laue_measured_fraction_full   0.985 
_diffrn_reflns_point_group_measured_fraction_max   0.958 
_diffrn_reflns_point_group_measured_fraction_full  0.985 
_reflns_number_total              2674 
_reflns_number_gt                 2288 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.000 
_reflns_Friedel_fraction_max      . 
_reflns_Friedel_fraction_full     . 
  
_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. 
; 
  
_computing_data_collection        'CrysAlisPro, Rigaku OD' 
_computing_cell_refinement        'CrysAlisPro, Rigaku OD' 
_computing_data_reduction         'CrysAlisPro, Rigaku OD' 
_computing_structure_solution     'SHELXS-2014 (Sheldrick, 2017)' 
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'CIFTAB-2014 (Sheldrick, 2017)' 
_refine_special_details           ? 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0337P)²+4.1818P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      ? 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        . 
_refine_ls_number_reflns          2674 
_refine_ls_number_parameters      199 
_refine_ls_number_restraints      15 
_refine_ls_R_factor_all           0.0406 
_refine_ls_R_factor_gt            0.0320 
_refine_ls_wR_factor_ref          0.0821 
_refine_ls_wR_factor_gt           0.0761 
_refine_ls_goodness_of_fit_ref    1.039 
_refine_ls_restrained_S_all       1.040 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
  
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_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 0.250000 0.750000 0.500000 0.01807(11) Uani 1 2 d S . P . . 
N1 N 0.25350(6) 0.39158(15) 0.15820(17) 0.0235(4) Uani 1 1 d . . . . . 
N2 N 0.21777(6) 0.47098(14) 0.20671(17) 0.0200(3) Uani 1 1 d . . . . . 
C3 C 0.23920(7) 0.55643(17) 0.29522(19) 0.0197(4) Uani 1 1 d . . . . . 
O3 O 0.21348(5) 0.63759(12) 0.35308(14) 0.0220(3) Uani 1 1 d . . . . . 
C4 C 0.29172(8) 0.53037(18) 0.3003(2) 0.0230(4) Uani 1 1 d . . . . . 
C5 C 0.29712(8) 0.4286(2) 0.2150(2) 0.0282(5) Uani 1 1 d . . . . . 
H5A H 0.328571 0.390748 0.200102 0.034 Uiso 1 1 calc R U . . . 
C6 C 0.16453(7) 0.45905(18) 0.1674(2) 0.0226(4) Uani 1 1 d . . . . . 
H6A H 0.160688 0.408222 0.081453 0.027 Uiso 1 1 calc R U . . . 
H6B H 0.150631 0.539113 0.142850 0.027 Uiso 1 1 calc R U . . . 
C7 C 0.13401(7) 0.40495(18) 0.2834(2) 0.0234(4) Uani 1 1 d . . . . . 
C8 C 0.15374(8) 0.31900(19) 0.3765(2) 0.0274(4) Uani 1 1 d . . . . . 
H8A H 0.187299 0.291216 0.366372 0.033 Uiso 1 1 calc R U . . . 
C9 C 0.12534(8) 0.2722(2) 0.4851(2) 0.0299(5) Uani 1 1 d . . . . . 
H9A H 0.139219 0.212912 0.547784 0.036 Uiso 1 1 calc R U . . . 
C10 C 0.07641(8) 0.3143(2) 0.4995(2) 0.0303(5) Uani 1 1 d . . . . . 
C11 C 0.05558(8) 0.3971(2) 0.4042(2) 0.0348(5) Uani 1 1 d . . . . . 
H11A H 0.021637 0.422923 0.412109 0.042 Uiso 1 1 calc R U . . . 
C12 C 0.08422(8) 0.4419(2) 0.2978(2) 0.0307(5) Uani 1 1 d . . . . . 
H12A H 0.069750 0.499030 0.233148 0.037 Uiso 1 1 calc R U . . . 
O13 O 0.04599(6) 0.27986(17) 0.60721(17) 0.0409(4) Uani 1 1 d . . . . . 
C14 C 0.07039(10) 0.2290(3) 0.7305(3) 0.0451(6) Uani 1 1 d . . . . . 
H14A H 0.081855 0.147880 0.708989 0.068 Uiso 1 1 calc R U . . . 
H14B H 0.046599 0.225704 0.807024 0.068 Uiso 1 1 calc R U . . . 
H14C H 0.099555 0.278448 0.760651 0.068 Uiso 1 1 calc R U . . . 
C15 C 0.33021(7) 0.60077(19) 0.3702(2) 0.0236(4) Uani 1 1 d . . . . . 
O15 O 0.32306(5) 0.69140(12) 0.44166(14) 0.0223(3) Uani 1 1 d . . . . . 
O16 O 0.37703(6) 0.56137(16) 0.34934(19) 0.0419(4) Uani 1 1 d D . . . . 
C17 C 0.4183(2) 0.6174(9) 0.4323(10) 0.054(3) Uani 0.526(7) 1 d D U P A 1 
H17A H 0.428048 0.568476 0.516847 0.065 Uiso 0.526(7) 1 calc R U P A 1 
H17B H 0.408618 0.698386 0.463878 0.065 Uiso 0.526(7) 1 calc R U P A 1 
C18 C 0.4606(2) 0.6241(7) 0.3338(7) 0.069(2) Uani 0.526(7) 1 d D U P A 1 
H18A H 0.448716 0.663238 0.245272 0.103 Uiso 0.526(7) 1 calc R U P A 1 
H18B H 0.472291 0.542998 0.312908 0.103 Uiso 0.526(7) 1 calc R U P A 1 
H18C H 0.488490 0.670349 0.378292 0.103 Uiso 0.526(7) 1 calc R U P A 1 
C17' C 0.4200(3) 0.6387(9) 0.3934(10) 0.034(2) Uiso 0.474(7) 1 d D U P A 2 
H17C H 0.409453 0.701142 0.460410 0.041 Uiso 0.474(7) 1 calc R U P A 2 
H17D H 0.434251 0.678071 0.310025 0.041 Uiso 0.474(7) 1 calc R U P A 2 
C18' C 0.4580(2) 0.5563(6) 0.4640(7) 0.059(2) Uiso 0.474(7) 1 d D U P A 2 
H18D H 0.468638 0.496609 0.395376 0.089 Uiso 0.474(7) 1 calc R U P A 2 
H18E H 0.442746 0.515805 0.543766 0.089 Uiso 0.474(7) 1 calc R U P A 2 
H18F H 0.487422 0.602612 0.499284 0.089 Uiso 0.474(7) 1 calc R U P A 2 
  
  
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
  
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Zn1 O3 2.0737(13) 7_566 ? 
Zn1 O3 2.0737(13) . ? 
Zn1 O15 2.1381(13) . ? 
Zn1 O15 2.1382(13) 7_566 ? 
Zn1 N1 2.1719(16) 6_566 ? 
Zn1 N1 2.1719(16) 4 ? 
N1 C5 1.316(3) . ? 
N1 N2 1.389(2) . ? 
N2 C3 1.372(2) . ? 
N2 C6 1.446(2) . ? 
C3 O3 1.272(2) . ? 
C3 C4 1.419(3) . ? 
C4 C5 1.403(3) . ? 
C4 C15 1.424(3) . ? 
C6 C7 1.515(3) . ? 
C7 C8 1.386(3) . ? 
C7 C12 1.394(3) . ? 
C8 C9 1.399(3) . ? 
C9 C10 1.390(3) . ? 
C10 O13 1.379(2) . ? 
C10 C11 1.385(3) . ? 
C11 C12 1.379(3) . ? 
O13 C14 1.421(3) . ? 
C15 O15 1.235(2) . ? 
C15 O16 1.338(2) . ? 
O16 C17 1.455(6) . ? 
O16 C17' 1.473(9) . ? 
C17 C18 1.488(10) . ? 
C17' C18' 1.495(10) . ? 
  
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O3 Zn1 O3 180.0 7_566 . ? 
O3 Zn1 O15 87.60(5) 7_566 . ? 
O3 Zn1 O15 92.40(5) . . ? 
O3 Zn1 O15 92.40(5) 7_566 7_566 ? 
O3 Zn1 O15 87.60(5) . 7_566 ? 
O15 Zn1 O15 180.0 . 7_566 ? 
O3 Zn1 N1 88.81(6) 7_566 6_566 ? 
O3 Zn1 N1 91.19(6) . 6_566 ? 
O15 Zn1 N1 86.78(6) . 6_566 ? 
O15 Zn1 N1 93.22(6) 7_566 6_566 ? 
O3 Zn1 N1 91.19(6) 7_566 4 ? 
O3 Zn1 N1 88.81(6) . 4 ? 
O15 Zn1 N1 93.22(6) . 4 ? 
O15 Zn1 N1 86.78(6) 7_566 4 ? 
N1 Zn1 N1 180.0 6_566 4 ? 
C5 N1 N2 105.29(16) . . ? 
C5 N1 Zn1 121.05(13) . 4_545 ? 
N2 N1 Zn1 133.06(12) . 4_545 ? 
C3 N2 N1 112.05(15) . . ? 
C3 N2 C6 126.13(16) . . ? 
N1 N2 C6 121.81(15) . . ? 
O3 C3 N2 122.80(17) . . ? 
O3 C3 C4 132.47(18) . . ? 
N2 C3 C4 104.72(16) . . ? 
C3 O3 Zn1 118.39(12) . . ? 
C5 C4 C3 105.85(17) . . ? 
C5 C4 C15 128.47(19) . . ? 
C3 C4 C15 125.53(18) . . ? 
N1 C5 C4 112.08(18) . . ? 
N2 C6 C7 113.46(16) . . ? 
C8 C7 C12 118.25(19) . . ? 
C8 C7 C6 122.34(18) . . ? 
C12 C7 C6 119.41(19) . . ? 
C7 C8 C9 121.5(2) . . ? 
C10 C9 C8 118.7(2) . . ? 
O13 C10 C11 115.7(2) . . ? 
O13 C10 C9 123.8(2) . . ? 
C11 C10 C9 120.41(19) . . ? 
C12 C11 C10 119.9(2) . . ? 
C11 C12 C7 121.2(2) . . ? 
C10 O13 C14 117.01(19) . . ? 
O15 C15 O16 121.09(18) . . ? 
O15 C15 C4 125.43(18) . . ? 
O16 C15 C4 113.46(17) . . ? 
C15 O15 Zn1 123.70(13) . . ? 
C15 O16 C17 117.2(3) . . ? 
C15 O16 C17' 118.3(5) . . ? 
O16 C17 C18 104.7(6) . . ? 
O16 C17' C18' 105.0(7) . . ? 
  
_refine_diff_density_max    0.367 
_refine_diff_density_min   -0.280 
_refine_diff_density_rms    0.055 
  
  
  
#===END

