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#$Date: 2025-08-23 01:57:28 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301878 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/17/7701722.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7701722
loop_
_publ_author_name
'Petrus, Rafał'
'Sobota, Piotr'
_publ_section_title
;
 A new, simple, and efficient strategy for the preparation of active
 antifungal biodegradable materials via ring-opening polymerization of
 l-lactide with zinc aryloxides.
;
_journal_issue                   23
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8193
_journal_page_last               8208
_journal_paper_doi               10.1039/c9dt00627c
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C30 H34 N2 O2 Zn, C7 H8'
_chemical_formula_sum            'C37 H42 N2 O2 Zn'
_chemical_formula_weight         612.09
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-03-29 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;
_cell_angle_alpha                78.21(3)
_cell_angle_beta                 88.34(3)
_cell_angle_gamma                69.47(4)
_cell_formula_units_Z            2
_cell_length_a                   9.541(4)
_cell_length_b                   11.120(4)
_cell_length_c                   16.528(6)
_cell_measurement_reflns_used    3743
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.2830
_cell_measurement_theta_min      2.8730
_cell_volume                     1605.8(12)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.858
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0665
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.858
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10688
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.858
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.708
_diffrn_reflns_theta_min         2.874
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.799
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.787
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.535
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         7105
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0437
_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/[σ²(Fo²)+(0.0346P)²+0.1144P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0965
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5895
_reflns_number_total             7105
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt00627c2.cif
_cod_data_source_block           2a
_cod_original_cell_volume        1605.8(11)
_cod_database_code               7701722
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.700
_shelx_estimated_absorpt_t_max   0.910
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Zn1 Zn 0.72815(3) 0.69391(2) 0.56567(2) 0.01602(8) Uani 1 1 d . .
O1 O 0.92883(16) 0.68426(15) 0.57612(9) 0.0216(4) Uani 1 1 d . .
C1 C 0.9920(2) 0.7545(2) 0.52162(13) 0.0164(5) Uani 1 1 d . .
C2 C 1.1402(2) 0.7450(2) 0.53806(13) 0.0181(5) Uani 1 1 d . .
H2 H 1.1938 0.6887 0.5871 0.022 Uiso 1 1 calc R U
C3 C 1.2085(3) 0.8173(2) 0.48315(13) 0.0202(5) Uani 1 1 d . .
H3 H 1.3083 0.8101 0.4950 0.024 Uiso 1 1 calc R U
C4 C 1.1324(2) 0.8998(2) 0.41120(13) 0.0193(5) Uani 1 1 d . .
H4 H 1.1794 0.9504 0.3748 0.023 Uiso 1 1 calc R U
C5 C 0.9872(2) 0.9089(2) 0.39189(13) 0.0167(5) Uani 1 1 d . .
C6 C 0.9187(2) 0.8357(2) 0.44752(12) 0.0168(5) Uani 1 1 d . .
H6 H 0.8200 0.8414 0.4345 0.020 Uiso 1 1 calc R U
C7 C 0.9093(2) 0.9894(2) 0.31152(13) 0.0179(5) Uani 1 1 d . .
C8 C 0.9137(3) 1.1151(2) 0.28169(14) 0.0218(5) Uani 1 1 d . .
H8 H 0.9659 1.1501 0.3131 0.026 Uiso 1 1 calc R U
C9 C 0.8418(3) 1.1894(2) 0.20604(14) 0.0270(6) Uani 1 1 d . .
H9 H 0.8442 1.2752 0.1868 0.032 Uiso 1 1 calc R U
C10 C 0.7669(3) 1.1394(3) 0.15875(14) 0.0275(6) Uani 1 1 d . .
H10 H 0.7191 1.1901 0.1070 0.033 Uiso 1 1 calc R U
C11 C 0.7623(3) 1.0142(2) 0.18785(13) 0.0253(5) Uani 1 1 d . .
H11 H 0.7108 0.9793 0.1559 0.030 Uiso 1 1 calc R U
C12 C 0.8329(2) 0.9400(2) 0.26371(13) 0.0217(5) Uani 1 1 d . .
H12 H 0.8291 0.8548 0.2831 0.026 Uiso 1 1 calc R U
O2 O 0.60144(16) 0.75656(15) 0.46797(8) 0.0176(3) Uani 1 1 d . .
C13 C 0.6296(2) 0.7161(2) 0.39661(13) 0.0163(5) Uani 1 1 d . .
C14 C 0.7552(2) 0.6078(2) 0.38601(13) 0.0193(5) Uani 1 1 d . .
H14 H 0.8263 0.5611 0.4308 0.023 Uiso 1 1 calc R U
C15 C 0.7764(3) 0.5686(2) 0.31021(13) 0.0220(5) Uani 1 1 d . .
H15 H 0.8612 0.4947 0.3042 0.026 Uiso 1 1 calc R U
C16 C 0.6754(3) 0.6360(2) 0.24349(13) 0.0213(5) Uani 1 1 d . .
H16 H 0.6908 0.6078 0.1924 0.026 Uiso 1 1 calc R U
C17 C 0.5507(2) 0.7455(2) 0.25165(13) 0.0169(5) Uani 1 1 d . .
C18 C 0.5293(2) 0.7836(2) 0.32792(12) 0.0159(5) Uani 1 1 d . .
H18 H 0.4442 0.8575 0.3336 0.019 Uiso 1 1 calc R U
C19 C 0.4403(3) 0.8199(2) 0.18095(13) 0.0189(5) Uani 1 1 d . .
C20 C 0.4862(3) 0.8360(2) 0.09945(13) 0.0254(5) Uani 1 1 d . .
H20 H 0.5893 0.7987 0.0890 0.030 Uiso 1 1 calc R U
C21 C 0.3842(3) 0.9052(3) 0.03413(14) 0.0306(6) Uani 1 1 d . .
H21 H 0.4179 0.9147 -0.0207 0.037 Uiso 1 1 calc R U
C22 C 0.2327(3) 0.9610(2) 0.04736(14) 0.0279(6) Uani 1 1 d . .
H22 H 0.1629 1.0082 0.0021 0.033 Uiso 1 1 calc R U
C23 C 0.1849(3) 0.9470(2) 0.12779(14) 0.0255(5) Uani 1 1 d . .
H23 H 0.0818 0.9852 0.1379 0.031 Uiso 1 1 calc R U
C24 C 0.2877(2) 0.8772(2) 0.19347(13) 0.0207(5) Uani 1 1 d . .
H24 H 0.2536 0.8682 0.2482 0.025 Uiso 1 1 calc R U
N1 N 0.5976(2) 0.79806(18) 0.65050(10) 0.0174(4) Uani 1 1 d . .
C25 C 0.5232(3) 0.7083(2) 0.69501(14) 0.0247(5) Uani 1 1 d . .
H25A H 0.4370 0.7141 0.6605 0.030 Uiso 1 1 calc R U
H25B H 0.4847 0.7353 0.7472 0.030 Uiso 1 1 calc R U
C26 C 0.6323(3) 0.5681(2) 0.71403(13) 0.0237(5) Uani 1 1 d . .
H26A H 0.7133 0.5606 0.7530 0.028 Uiso 1 1 calc R U
H26B H 0.5796 0.5091 0.7409 0.028 Uiso 1 1 calc R U
N2 N 0.6983(2) 0.52699(18) 0.63711(10) 0.0166(4) Uani 1 1 d . .
C27 C 0.6948(3) 0.8234(2) 0.70841(14) 0.0257(5) Uani 1 1 d . .
H27A H 0.7474 0.8783 0.6774 0.039 Uiso 1 1 calc R U
H27B H 0.7680 0.7398 0.7371 0.039 Uiso 1 1 calc R U
H27C H 0.6330 0.8688 0.7491 0.039 Uiso 1 1 calc R U
C28 C 0.4848(3) 0.9245(2) 0.61019(14) 0.0250(5) Uani 1 1 d . .
H28A H 0.4227 0.9096 0.5698 0.038 Uiso 1 1 calc R U
H28B H 0.5355 0.9831 0.5819 0.038 Uiso 1 1 calc R U
H28C H 0.4213 0.9649 0.6521 0.038 Uiso 1 1 calc R U
C29 C 0.8390(3) 0.4122(2) 0.65802(15) 0.0272(6) Uani 1 1 d . .
H29A H 0.9118 0.4366 0.6853 0.041 Uiso 1 1 calc R U
H29B H 0.8800 0.3836 0.6073 0.041 Uiso 1 1 calc R U
H29C H 0.8182 0.3403 0.6953 0.041 Uiso 1 1 calc R U
C30 C 0.5921(3) 0.4917(2) 0.59165(14) 0.0250(5) Uani 1 1 d . .
H30A H 0.6376 0.4639 0.5415 0.038 Uiso 1 1 calc R U
H30B H 0.5000 0.5682 0.5763 0.038 Uiso 1 1 calc R U
H30C H 0.5684 0.4198 0.6270 0.038 Uiso 1 1 calc R U
C31 C 0.8984(3) 0.4344(3) 0.90785(16) 0.0416(7) Uani 1 1 d . .
C32 C 0.9516(3) 0.5366(3) 0.89320(16) 0.0375(7) Uani 1 1 d . .
H32 H 1.0495 0.5210 0.8733 0.045 Uiso 1 1 calc R U
C33 C 0.8697(4) 0.6611(3) 0.90590(16) 0.0499(8) Uani 1 1 d . .
H33 H 0.9115 0.7285 0.8950 0.060 Uiso 1 1 calc R U
C34 C 0.7304(4) 0.6857(4) 0.93382(18) 0.0669(11) Uani 1 1 d . .
H34 H 0.6738 0.7706 0.9430 0.080 Uiso 1 1 calc R U
C35 C 0.6698(4) 0.5881(5) 0.9490(2) 0.0765(13) Uani 1 1 d . .
H35 H 0.5710 0.6063 0.9680 0.092 Uiso 1 1 calc R U
C36 C 0.7531(4) 0.4616(4) 0.93659(18) 0.0666(11) Uani 1 1 d . .
H36 H 0.7108 0.3945 0.9477 0.080 Uiso 1 1 calc R U
C37 C 0.9937(4) 0.3013(3) 0.89416(19) 0.0569(9) Uani 1 1 d . .
H37A H 1.0385 0.3104 0.8402 0.085 Uiso 1 1 calc R U
H37B H 0.9316 0.2470 0.8955 0.085 Uiso 1 1 calc R U
H37C H 1.0733 0.2595 0.9378 0.085 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 Zn1 O2 127.53(7)
O1 Zn1 N2 110.81(8)
O2 Zn1 N2 110.38(7)
O1 Zn1 N1 110.04(7)
O2 Zn1 N1 103.32(8)
N2 Zn1 N1 86.75(8)
C1 O1 Zn1 123.99(14)
O1 C1 C6 123.03(19)
O1 C1 C2 119.14(19)
C6 C1 C2 117.8(2)
C3 C2 C1 120.6(2)
C4 C3 C2 120.6(2)
C3 C4 C5 120.4(2)
C4 C5 C6 118.8(2)
C4 C5 C7 120.6(2)
C6 C5 C7 120.57(19)
C1 C6 C5 121.8(2)
C12 C7 C8 118.6(2)
C12 C7 C5 120.7(2)
C8 C7 C5 120.7(2)
C9 C8 C7 120.3(2)
C10 C9 C8 120.7(2)
C9 C10 C11 119.3(2)
C10 C11 C12 120.2(2)
C11 C12 C7 120.9(2)
C13 O2 Zn1 127.16(14)
O2 C13 C18 119.1(2)
O2 C13 C14 123.3(2)
C18 C13 C14 117.5(2)
C15 C14 C13 120.5(2)
C16 C15 C14 121.0(2)
C15 C16 C17 119.9(2)
C18 C17 C16 118.9(2)
C18 C17 C19 120.0(2)
C16 C17 C19 121.0(2)
C17 C18 C13 122.2(2)
C24 C19 C20 117.5(2)
C24 C19 C17 121.41(19)
C20 C19 C17 121.1(2)
C21 C20 C19 121.0(2)
C20 C21 C22 120.9(2)
C21 C22 C23 119.0(2)
C24 C23 C22 120.0(2)
C23 C24 C19 121.5(2)
C28 N1 C27 108.64(18)
C28 N1 C25 110.41(18)
C27 N1 C25 110.80(17)
C28 N1 Zn1 112.98(14)
C27 N1 Zn1 110.25(14)
C25 N1 Zn1 103.72(14)
N1 C25 C26 110.52(19)
N2 C26 C25 110.81(18)
C30 N2 C29 109.19(18)
C30 N2 C26 110.44(17)
C29 N2 C26 109.86(17)
C30 N2 Zn1 108.65(13)
C29 N2 Zn1 113.86(14)
C26 N2 Zn1 104.77(13)
C32 C31 C36 116.5(3)
C32 C31 C37 120.7(3)
C36 C31 C37 122.7(3)
C31 C32 C33 123.4(3)
C34 C33 C32 119.4(4)
C33 C34 C35 120.2(4)
C34 C35 C36 120.4(4)
C31 C36 C35 120.0(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Zn1 O1 1.8907(17)
Zn1 O2 1.9019(17)
Zn1 N2 2.0920(19)
Zn1 N1 2.100(2)
O1 C1 1.340(2)
C1 C6 1.400(3)
C1 C2 1.411(3)
C2 C3 1.389(3)
C3 C4 1.386(3)
C4 C5 1.395(3)
C5 C6 1.402(3)
C5 C7 1.491(3)
C7 C12 1.396(3)
C7 C8 1.399(3)
C8 C9 1.395(3)
C9 C10 1.385(3)
C10 C11 1.393(3)
C11 C12 1.394(3)
O2 C13 1.334(2)
C13 C18 1.407(3)
C13 C14 1.407(3)
C14 C15 1.395(3)
C15 C16 1.387(3)
C16 C17 1.399(3)
C17 C18 1.398(3)
C17 C19 1.491(3)
C19 C24 1.398(3)
C19 C20 1.400(3)
C20 C21 1.379(3)
C21 C22 1.389(3)
C22 C23 1.389(3)
C23 C24 1.388(3)
N1 C28 1.475(3)
N1 C27 1.483(3)
N1 C25 1.486(3)
C25 C26 1.515(3)
C26 N2 1.487(3)
N2 C30 1.479(3)
N2 C29 1.482(3)
C31 C32 1.376(4)
C31 C36 1.402(4)
C31 C37 1.500(4)
C32 C33 1.387(4)
C33 C34 1.348(5)
C34 C35 1.377(5)
C35 C36 1.406(5)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C6 H6 O2 0.95 2.58 3.427(3) 149.0
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
O2 Zn1 O1 C1 20.3(2)
N2 Zn1 O1 C1 159.89(16)
N1 Zn1 O1 C1 -105.86(17)
Zn1 O1 C1 C6 -4.9(3)
Zn1 O1 C1 C2 176.42(15)
O1 C1 C2 C3 -179.5(2)
C6 C1 C2 C3 1.8(3)
C1 C2 C3 C4 -0.1(3)
C2 C3 C4 C5 -1.6(3)
C3 C4 C5 C6 1.6(3)
C3 C4 C5 C7 -175.2(2)
O1 C1 C6 C5 179.5(2)
C2 C1 C6 C5 -1.8(3)
C4 C5 C6 C1 0.2(3)
C7 C5 C6 C1 176.9(2)
C4 C5 C7 C12 133.9(2)
C6 C5 C7 C12 -42.8(3)
C4 C5 C7 C8 -44.9(3)
C6 C5 C7 C8 138.4(2)
C12 C7 C8 C9 0.6(3)
C5 C7 C8 C9 179.4(2)
C7 C8 C9 C10 -0.9(3)
C8 C9 C10 C11 0.7(3)
C9 C10 C11 C12 -0.2(3)
C10 C11 C12 C7 -0.1(3)
C8 C7 C12 C11 -0.1(3)
C5 C7 C12 C11 -178.9(2)
Zn1 O2 C13 C18 -173.24(14)
Zn1 O2 C13 C14 7.0(3)
O2 C13 C14 C15 178.50(19)
C18 C13 C14 C15 -1.2(3)
C13 C14 C15 C16 0.7(3)
C14 C15 C16 C17 0.4(3)
C15 C16 C17 C18 -1.0(3)
C15 C16 C17 C19 179.9(2)
C16 C17 C18 C13 0.5(3)
C19 C17 C18 C13 179.56(19)
O2 C13 C18 C17 -179.10(18)
C14 C13 C18 C17 0.6(3)
C18 C17 C19 C24 -33.5(3)
C16 C17 C19 C24 145.5(2)
C18 C17 C19 C20 145.8(2)
C16 C17 C19 C20 -35.1(3)
C24 C19 C20 C21 -0.4(4)
C17 C19 C20 C21 -179.8(2)
C19 C20 C21 C22 0.1(4)
C20 C21 C22 C23 0.3(4)
C21 C22 C23 C24 -0.4(4)
C22 C23 C24 C19 0.1(4)
C20 C19 C24 C23 0.3(3)
C17 C19 C24 C23 179.7(2)
C28 N1 C25 C26 162.92(18)
C27 N1 C25 C26 -76.7(2)
Zn1 N1 C25 C26 41.6(2)
N1 C25 C26 N2 -56.1(2)
C25 C26 N2 C30 -79.3(2)
C25 C26 N2 C29 160.21(19)
C25 C26 N2 Zn1 37.5(2)
C36 C31 C32 C33 0.4(4)
C37 C31 C32 C33 -179.0(2)
C31 C32 C33 C34 -0.2(4)
C32 C33 C34 C35 -0.4(5)
C33 C34 C35 C36 0.8(5)
C32 C31 C36 C35 0.0(4)
C37 C31 C36 C35 179.3(3)
C34 C35 C36 C31 -0.6(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168342722
