Some new morpholine-based Schiff-base complexes; Synthesis, characterization, anticancer activities and theoretical studies
Rezaeivala, Majid; Ahmadi, Musa; Captain, Burjor; Bayat, Mehdi; Saeidirad, Mahdi; Şahin-Bölükbaşı, Serap; Yıldız, Batuhan; Gable, Robert William; Inorganica Chimica Acta 513 (2020) 119935–; doi:10.1016/j.ica.2020.119935

data_1564016
_publ_section_title
;
 Some new morpholine-based Schiff-base complexes; Synthesis,
 characterization, anticancer activities and theoretical studies
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119935
_journal_paper_doi               10.1016/j.ica.2020.119935
_journal_volume                  513
_journal_year                    2020
_chemical_formula_moiety         'C22 H29 N4 O2 Zn, 1(Cl O4)'
_chemical_formula_sum            'C22 H29 Cl N4 O6 Zn'
_chemical_formula_weight         546.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 100.2630(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.6482(12)
_cell_length_b                   13.4928(9)
_cell_length_c                   19.1516(12)
_cell_measurement_reflns_used    6376
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      30.16
_cell_measurement_theta_min      2.25
_cell_volume                     4741.8(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT, SADABS and XPREP'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            64623
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.304
_diffrn_reflns_theta_min         1.856
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.195
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_description       needle
_exptl_crystal_F_000             2272
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     800
_refine_ls_number_reflns         17692
_refine_ls_number_restraints     500
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0504P)^2^+0.9690P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.1065
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11915
_reflns_number_total             17692
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            MA_ZnA5.cif
_cod_data_source_block           ma_zna5
_cod_database_code               1564016
_shelx_estimated_absorpt_t_max   0.988
_shelx_estimated_absorpt_t_min   0.890
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl1-O5 = Cl1-O6 = Cl1-O7 = Cl1-O8
 1.42 with sigma of 0.001
 O5-O6 = O5-O7 = O5-O8 = O6-O7 = O6-O8 = O7-O8
 2.31832 with sigma of 0.001
 Cl1A-O5A = Cl1A-O6A = Cl1A-O7A = Cl1A-O8A
 1.42 with sigma of 0.001
 O5A-O6A = O5A-O7A = O5A-O8A = O6A-O7A = O6A-O8A = O7A-O8A
 2.31832 with sigma of 0.001
 Cl1B-O5B = Cl1B-O6B = Cl1B-O7B = Cl1B-O8B
 1.42 with sigma of 0.001
 O5B-O6B = O5B-O7B = O5B-O8B = O6B-O7B = O6B-O8B = O7B-O8B
 2.31832 with sigma of 0.001
 Cl2-O9 = Cl2-O10 = Cl2-O11 = Cl2-O12
 1.42 with sigma of 0.001
 O9-O10 = O9-O11 = O9-O12 = O10-O11 = O10-O12 = O11-O12
 2.31832 with sigma of 0.001
 Cl2A-O9A = Cl2A-O10A = Cl2A-O11A = Cl2A-O12A
 1.42 with sigma of 0.001
 O9A-O10A = O9A-O11A = O9A-O12A = O10A-O11A = O10A-O12A = O11A-O12A
 2.31832 with sigma of 0.001
 Cl2B-O9B = Cl2B-O10B = Cl2B-O11B = Cl2B-O12B
 1.42 with sigma of 0.001
 O9B-O10B = O9B-O11B = O9B-O12B = O10B-O11B = O10B-O12B = O11B-O12B
 2.31832 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
O6 \\sim O7 \\sim O8 \\sim O6A \\sim O7A \\sim O8A \\sim O6B \\sim O7B \\sim
O8B: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Cl2 \\sim Cl2A \\sim Cl2B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
O9 \\sim O10 \\sim O11 \\sim O12 \\sim Cl2A \\sim O9A \\sim O10A \\sim O11A
\\sim O12A \\sim Cl2B \\sim O9B \\sim O10B \\sim O11B \\sim O12B: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02
Cl1 \\sim Cl1A \\sim Cl1B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
O5 \\sim O5A \\sim O5B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Others
 1*[Sof(Cl1)+Sof(O5)+Sof(O6)+Sof(O7)+Sof(O8)]+1*[Sof(Cl1A)+Sof(O5A)+Sof(O6A)+
 Sof(O7A)+Sof(O8A)]+1*[Sof(Cl1B)+Sof(O5B)+Sof(O6B)+Sof(O7B)+Sof(O8B)]=1.0004
 with esd of 0.0002
 1*[Sof(Cl2)+Sof(O9)+Sof(O10)+Sof(O11)+Sof(O12)]+1*[Sof(Cl2A)+Sof(O9A)+
 Sof(O10A)+Sof(O11A)+Sof(O12A)]+1*[Sof(Cl2B)+Sof(O9B)+Sof(O10B)+Sof(O11B)+
 Sof(O12B)]=1 with esd of 0.0002
 Sof(Cl1)=Sof(O5)=Sof(O6)=Sof(O7)=Sof(O8)=FVAR(1)
 Sof(Cl1A)=Sof(O5A)=Sof(O6A)=Sof(O7A)=Sof(O8A)=FVAR(2)
 Sof(Cl1B)=Sof(O5B)=Sof(O6B)=Sof(O7B)=Sof(O8B)=FVAR(3)
 Sof(Cl2)=Sof(O9)=Sof(O10)=Sof(O11)=Sof(O12)=FVAR(4)
 Sof(Cl2A)=Sof(O9A)=Sof(O10A)=Sof(O11A)=Sof(O12A)=FVAR(5)
 Sof(Cl2B)=Sof(O9B)=Sof(O10B)=Sof(O11B)=Sof(O12B)=FVAR(6)
 1(DFIX)=1(DFIX)=1(DFIX)=1(DFIX)=1(DFIX)=1(DFIX)=FVAR(7)
5.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C16(H16A,H16B), C17(H17A,H17B),
 C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B),
  C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B), C38(H38A,H38B), C39(H39A,
 H39B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B),
 C44(H44A,H44B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C12(H12), C13(H13), C14(H14),
 C15(H15), C24(H24), C25(H25), C26(H26), C27(H27), C29(H29), C34(H34), C35(H35),
  C36(H36), C37(H37)
;
_shelx_res_checksum              32025
_shelx_hkl_checksum              24824