 
data_34
  
_audit_creation_method            'SHELXL-2018/3' 
_shelx_SHELXL_version_number      '2018/3' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety
 'C48 H44 N8 O12 Zr, 0.75(C H Cl3)'
_chemical_formula_sum 
 'C48.75 H44.75 Cl2.25 N8 O12 Zr' 
_chemical_formula_weight          1105.66 
  
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 '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' 
 'Zr'  'Zr'  -2.9673   0.5597 
 '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                    16.2738(5) 
_cell_length_b                    19.3360(6) 
_cell_length_c                    16.7882(5) 
_cell_angle_alpha                 90 
_cell_angle_beta                  108.415(3) 
_cell_angle_gamma                 90 
_cell_volume                      5012.2(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     3222 
_cell_measurement_theta_min       3.2860 
_cell_measurement_theta_max       28.1820 
  
_exptl_crystal_description        'blocky needles' 
_exptl_crystal_colour             Colourless 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.465 
_exptl_crystal_F_000              2270 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.580 
_exptl_crystal_size_mid           0.126 
_exptl_crystal_size_min           0.063 
_exptl_absorpt_coefficient_mu     0.409 
_shelx_estimated_absorpt_T_min    ? 
_shelx_estimated_absorpt_T_max    ? 
_exptl_absorpt_correction_type    analytical 
_exptl_absorpt_correction_T_min   0.890 
_exptl_absorpt_correction_T_max   0.974 
_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      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    'Enhance (Mo) X-ray Source' 
_diffrn_measurement_device_type   'Agilent Xcalibur 3 E' 
_diffrn_measurement_method        'omega scans' 
_diffrn_detector_area_resol_mean  16.0382 
_diffrn_reflns_number             8756 
_diffrn_reflns_av_unetI/netI      0.0294 
_diffrn_reflns_av_R_equivalents   0.0153 
_diffrn_reflns_limit_h_min        -14 
_diffrn_reflns_limit_h_max        21 
_diffrn_reflns_limit_k_min        -15 
_diffrn_reflns_limit_k_max        25 
_diffrn_reflns_limit_l_min        -20 
_diffrn_reflns_limit_l_max        13 
_diffrn_reflns_theta_min          2.638 
_diffrn_reflns_theta_max          28.346 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max   0.801 
_diffrn_measured_fraction_theta_full  0.987 
_diffrn_reflns_Laue_measured_fraction_max    0.801 
_diffrn_reflns_Laue_measured_fraction_full   0.987 
_diffrn_reflns_point_group_measured_fraction_max   0.801 
_diffrn_reflns_point_group_measured_fraction_full  0.987 
_reflns_number_total              5014 
_reflns_number_gt                 4424 
_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)+(0.0371P)²+7.1063P] 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          5014 
_refine_ls_number_parameters      363 
_refine_ls_number_restraints      143 
_refine_ls_R_factor_all           0.0407 
_refine_ls_R_factor_gt            0.0334 
_refine_ls_wR_factor_ref          0.0842 
_refine_ls_wR_factor_gt           0.0803 
_refine_ls_goodness_of_fit_ref    1.046 
_refine_ls_restrained_S_all       1.077 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 
  
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_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 
Zr1 Zr 1.000000 0.28460(2) 0.750000 0.01637(8) Uani 1 2 d S T P . . 
N1 N 0.81047(13) 0.10845(10) 0.52040(14) 0.0393(5) Uani 1 1 d . . . . . 
N2 N 0.84201(11) 0.17630(9) 0.52897(12) 0.0292(4) Uani 1 1 d . . . . . 
C3 C 0.87760(12) 0.19352(11) 0.61133(13) 0.0239(4) Uani 1 1 d . . . . . 
O3 O 0.91041(8) 0.25335(7) 0.63665(9) 0.0228(3) Uani 1 1 d . . . . . 
C4 C 0.86884(13) 0.13576(11) 0.65796(14) 0.0284(5) Uani 1 1 d . . . . . 
C5 C 0.82623(16) 0.08592(12) 0.59745(16) 0.0384(6) Uani 1 1 d . . . . . 
H5A H 0.810752 0.041118 0.611069 0.046 Uiso 1 1 calc R U . . . 
C6 C 0.83473(13) 0.21646(13) 0.45616(14) 0.0317(5) Uani 1 1 d . . . . . 
C7 C 0.80966(18) 0.18390(17) 0.37852(16) 0.0530(8) Uani 1 1 d . . . . . 
H7A H 0.797618 0.135722 0.374384 0.064 Uiso 1 1 calc R U . . . 
C8 C 0.8024(2) 0.22235(19) 0.30742(17) 0.0647(9) Uani 1 1 d . . . . . 
H8A H 0.784403 0.200290 0.254132 0.078 Uiso 1 1 calc R U . . . 
C9 C 0.82077(17) 0.29181(17) 0.31203(16) 0.0506(7) Uani 1 1 d . . . . . 
H9A H 0.816717 0.317504 0.262704 0.061 Uiso 1 1 calc R U . . . 
C10 C 0.84520(16) 0.32370(15) 0.38958(15) 0.0420(6) Uani 1 1 d . . . . . 
H10A H 0.857756 0.371801 0.393487 0.050 Uiso 1 1 calc R U . . . 
C11 C 0.85162(15) 0.28644(13) 0.46171(14) 0.0347(5) Uani 1 1 d . . . . . 
H11A H 0.867569 0.308966 0.514700 0.042 Uiso 1 1 calc R U . . . 
C12 C 0.89700(13) 0.13867(10) 0.74668(14) 0.0260(4) Uani 1 1 d . . . . . 
O12 O 0.93821(9) 0.18810(7) 0.78725(9) 0.0239(3) Uani 1 1 d . . . . . 
O13 O 0.87732(11) 0.08483(8) 0.78706(11) 0.0382(4) Uani 1 1 d . . . . . 
C14 C 0.91112(18) 0.08729(13) 0.87875(16) 0.0422(6) Uani 1 1 d . . . . . 
H14A H 0.895450 0.131733 0.899433 0.051 Uiso 1 1 calc R U . . . 
H14B H 0.975032 0.083222 0.897771 0.051 Uiso 1 1 calc R U . . . 
C15 C 0.8722(2) 0.02830(16) 0.9120(2) 0.0677(10) Uani 1 1 d . . . . . 
H15A H 0.809057 0.033278 0.893713 0.102 Uiso 1 1 calc R U . . . 
H15B H 0.894505 0.028339 0.973530 0.102 Uiso 1 1 calc R U . . . 
H15C H 0.887581 -0.015373 0.890715 0.102 Uiso 1 1 calc R U . . . 
N21 N 0.79128(13) 0.44269(10) 0.86683(12) 0.0356(5) Uani 1 1 d . . . . . 
N22 N 0.83931(11) 0.38150(9) 0.88344(11) 0.0250(4) Uani 1 1 d . . . . . 
C23 C 0.87647(12) 0.36863(10) 0.82282(12) 0.0204(4) Uani 1 1 d . . . . . 
O23 O 0.92126(9) 0.31438(7) 0.82149(9) 0.0218(3) Uani 1 1 d . . . . . 
C24 C 0.85220(13) 0.42277(10) 0.76490(13) 0.0245(4) Uani 1 1 d . . . . . 
C25 C 0.79989(15) 0.46580(12) 0.79654(14) 0.0336(5) Uani 1 1 d . . . . . 
H25A H 0.773660 0.507155 0.769767 0.040 Uiso 1 1 calc R U . . . 
C26 C 0.84655(13) 0.34321(11) 0.95768(13) 0.0252(4) Uani 1 1 d . . . . . 
C27 C 0.78466(15) 0.35118(12) 0.99770(15) 0.0331(5) Uani 1 1 d . . . . . 
H27A H 0.736038 0.380367 0.974340 0.040 Uiso 1 1 calc R U . . . 
C28 C 0.79426(17) 0.31633(14) 1.07185(16) 0.0434(6) Uani 1 1 d . . . . . 
H28A H 0.752136 0.321968 1.099676 0.052 Uiso 1 1 calc R U . . . 
C29 C 0.86410(18) 0.27351(14) 1.10597(16) 0.0441(6) Uani 1 1 d . . . . . 
H29A H 0.870386 0.249879 1.157165 0.053 Uiso 1 1 calc R U . . . 
C30 C 0.92497(17) 0.26521(13) 1.06509(15) 0.0407(6) Uani 1 1 d . . . . . 
H30A H 0.972919 0.235283 1.088110 0.049 Uiso 1 1 calc R U . . . 
C31 C 0.91692(15) 0.29985(12) 0.99126(14) 0.0324(5) Uani 1 1 d . . . . . 
H31A H 0.959191 0.294090 0.963624 0.039 Uiso 1 1 calc R U . . . 
C32 C 0.88179(13) 0.42570(10) 0.69394(12) 0.0230(4) Uani 1 1 d . . . . . 
O32 O 0.93132(9) 0.38198(7) 0.67975(8) 0.0232(3) Uani 1 1 d . . . . . 
O33 O 0.85256(10) 0.47878(8) 0.64341(9) 0.0324(4) Uani 1 1 d . . . . . 
C34 C 0.88383(18) 0.48712(12) 0.57159(15) 0.0407(6) Uani 1 1 d . . . . . 
H34A H 0.838165 0.508660 0.524476 0.049 Uiso 1 1 calc R U . . . 
H34B H 0.897703 0.441270 0.552898 0.049 Uiso 1 1 calc R U . . . 
C35 C 0.96276(19) 0.53154(15) 0.5954(2) 0.0547(8) Uani 1 1 d . . . . . 
H35A H 0.980067 0.540903 0.545568 0.082 Uiso 1 1 calc R U . . . 
H35B H 1.009903 0.507634 0.637564 0.082 Uiso 1 1 calc R U . . . 
H35C H 0.950192 0.575281 0.618663 0.082 Uiso 1 1 calc R U . . . 
C40 C 0.5194(5) 0.4312(4) 0.7612(5) 0.0562(19) Uiso 0.3377(12) 1 d D U P A -1 
H40A H 0.541652 0.478502 0.755527 0.067 Uiso 0.3377(12) 1 calc R U P A -1 
Cl43 Cl 0.40898(19) 0.42968(16) 0.7031(2) 0.0793(8) Uani 0.3377(12) 1 d D U P A -1 
Cl42 Cl 0.5345(2) 0.41744(15) 0.86630(17) 0.0739(7) Uani 0.3377(12) 1 d D U P A -1 
Cl41 Cl 0.57687(18) 0.37392(16) 0.7227(2) 0.0815(8) Uani 0.3377(12) 1 d D U P A -1 
C50 C 0.497(2) 0.3910(13) 0.7253(17) 0.074(3) Uiso 0.0373(12) 1 d D U P B -2 
H50A H 0.542181 0.376731 0.700069 0.088 Uiso 0.0373(12) 1 calc R U P B -2 
Cl51 Cl 0.4739(17) 0.3205(11) 0.7760(15) 0.084(3) Uiso 0.0373(12) 1 d D U P B -2 
Cl52 Cl 0.5390(18) 0.4570(12) 0.7940(15) 0.077(3) Uiso 0.0373(12) 1 d D U P B -2 
Cl53 Cl 0.4077(17) 0.4155(13) 0.6446(14) 0.074(3) Uiso 0.0373(12) 1 d D U P B -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 
Zr1 O3 2.0878(13) . ? 
Zr1 O3 2.0879(13) 2_756 ? 
Zr1 O23 2.0941(13) 2_756 ? 
Zr1 O23 2.0941(13) . ? 
Zr1 O12 2.2982(13) . ? 
Zr1 O12 2.2983(13) 2_756 ? 
Zr1 O32 2.3135(13) 2_756 ? 
Zr1 O32 2.3135(13) . ? 
N1 C5 1.311(3) . ? 
N1 N2 1.400(3) . ? 
N2 C3 1.361(3) . ? 
N2 C6 1.421(3) . ? 
C3 O3 1.289(2) . ? 
C3 C4 1.397(3) . ? 
C4 C5 1.413(3) . ? 
C4 C12 1.414(3) . ? 
C6 C11 1.378(3) . ? 
C6 C7 1.388(3) . ? 
C7 C8 1.379(4) . ? 
C8 C9 1.373(4) . ? 
C9 C10 1.381(4) . ? 
C10 C11 1.384(3) . ? 
C12 O12 1.240(2) . ? 
C12 O13 1.335(2) . ? 
O13 C14 1.463(3) . ? 
C14 C15 1.496(3) . ? 
N21 C25 1.310(3) . ? 
N21 N22 1.397(2) . ? 
N22 C23 1.361(2) . ? 
N22 C26 1.422(3) . ? 
C23 O23 1.282(2) . ? 
C23 C24 1.398(3) . ? 
C24 C25 1.409(3) . ? 
C24 C32 1.420(3) . ? 
C26 C27 1.385(3) . ? 
C26 C31 1.387(3) . ? 
C27 C28 1.380(3) . ? 
C28 C29 1.376(4) . ? 
C29 C30 1.381(3) . ? 
C30 C31 1.378(3) . ? 
C32 O32 1.242(2) . ? 
C32 O33 1.321(2) . ? 
O33 C34 1.458(3) . ? 
C34 C35 1.491(4) . ? 
C40 Cl41 1.703(8) . ? 
C40 Cl42 1.723(9) . ? 
C40 Cl43 1.754(8) . ? 
C50 Cl53 1.708(17) . ? 
C50 Cl51 1.709(17) . ? 
C50 Cl52 1.713(16) . ? 
  
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 Zr1 O3 146.35(8) . 2_756 ? 
O3 Zr1 O23 86.26(5) . 2_756 ? 
O3 Zr1 O23 102.97(5) 2_756 2_756 ? 
O3 Zr1 O23 102.97(5) . . ? 
O3 Zr1 O23 86.26(5) 2_756 . ? 
O23 Zr1 O23 148.08(7) 2_756 . ? 
O3 Zr1 O12 76.90(5) . . ? 
O3 Zr1 O12 75.91(5) 2_756 . ? 
O23 Zr1 O12 141.15(5) 2_756 . ? 
O23 Zr1 O12 70.60(5) . . ? 
O3 Zr1 O12 75.91(5) . 2_756 ? 
O3 Zr1 O12 76.90(5) 2_756 2_756 ? 
O23 Zr1 O12 70.60(5) 2_756 2_756 ? 
O23 Zr1 O12 141.15(5) . 2_756 ? 
O12 Zr1 O12 71.42(7) . 2_756 ? 
O3 Zr1 O32 141.82(5) . 2_756 ? 
O3 Zr1 O32 71.65(5) 2_756 2_756 ? 
O23 Zr1 O32 77.52(5) 2_756 2_756 ? 
O23 Zr1 O32 76.62(5) . 2_756 ? 
O12 Zr1 O32 134.79(5) . 2_756 ? 
O12 Zr1 O32 128.10(5) 2_756 2_756 ? 
O3 Zr1 O32 71.65(5) . . ? 
O3 Zr1 O32 141.81(5) 2_756 . ? 
O23 Zr1 O32 76.62(5) 2_756 . ? 
O23 Zr1 O32 77.52(5) . . ? 
O12 Zr1 O32 128.10(5) . . ? 
O12 Zr1 O32 134.79(5) 2_756 . ? 
O32 Zr1 O32 71.06(7) 2_756 . ? 
C5 N1 N2 105.01(18) . . ? 
C3 N2 N1 111.00(18) . . ? 
C3 N2 C6 129.29(18) . . ? 
N1 N2 C6 119.71(18) . . ? 
O3 C3 N2 123.63(19) . . ? 
O3 C3 C4 129.6(2) . . ? 
N2 C3 C4 106.72(18) . . ? 
C3 O3 Zr1 131.13(13) . . ? 
C3 C4 C5 104.9(2) . . ? 
C3 C4 C12 120.13(19) . . ? 
C5 C4 C12 134.9(2) . . ? 
N1 C5 C4 112.4(2) . . ? 
C11 C6 C7 120.1(2) . . ? 
C11 C6 N2 121.2(2) . . ? 
C7 C6 N2 118.7(2) . . ? 
C8 C7 C6 119.2(3) . . ? 
C9 C8 C7 121.4(3) . . ? 
C8 C9 C10 118.9(3) . . ? 
C9 C10 C11 120.8(3) . . ? 
C6 C11 C10 119.6(2) . . ? 
O12 C12 O13 119.8(2) . . ? 
O12 C12 C4 123.23(19) . . ? 
O13 C12 C4 116.98(18) . . ? 
C12 O12 Zr1 133.11(14) . . ? 
C12 O13 C14 115.99(17) . . ? 
O13 C14 C15 107.8(2) . . ? 
C25 N21 N22 104.85(17) . . ? 
C23 N22 N21 111.01(17) . . ? 
C23 N22 C26 128.81(17) . . ? 
N21 N22 C26 120.15(16) . . ? 
O23 C23 N22 123.53(18) . . ? 
O23 C23 C24 129.64(18) . . ? 
N22 C23 C24 106.76(17) . . ? 
C23 O23 Zr1 133.59(13) . . ? 
C23 C24 C25 104.57(18) . . ? 
C23 C24 C32 121.14(18) . . ? 
C25 C24 C32 134.27(19) . . ? 
N21 C25 C24 112.80(19) . . ? 
C27 C26 C31 120.2(2) . . ? 
C27 C26 N22 119.72(19) . . ? 
C31 C26 N22 120.00(18) . . ? 
C28 C27 C26 119.4(2) . . ? 
C29 C28 C27 120.8(2) . . ? 
C28 C29 C30 119.4(2) . . ? 
C31 C30 C29 120.7(2) . . ? 
C30 C31 C26 119.4(2) . . ? 
O32 C32 O33 121.98(19) . . ? 
O32 C32 C24 123.12(18) . . ? 
O33 C32 C24 114.90(17) . . ? 
C32 O32 Zr1 133.99(13) . . ? 
C32 O33 C34 117.91(17) . . ? 
O33 C34 C35 109.8(2) . . ? 
Cl41 C40 Cl42 111.8(4) . . ? 
Cl41 C40 Cl43 111.6(5) . . ? 
Cl42 C40 Cl43 110.9(5) . . ? 
Cl53 C50 Cl51 110.7(15) . . ? 
Cl53 C50 Cl52 112.8(16) . . ? 
Cl51 C50 Cl52 111.2(15) . . ? 
  
_refine_diff_density_max    0.485 
_refine_diff_density_min   -0.497 
_refine_diff_density_rms    0.055 
  
  
  
#===END

