#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:06:29 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229011 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229977.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_7229977
loop_
_publ_author_name
'Dankhoff, Katja'
'Weber, Birgit'
_publ_section_title
;
 Novel Cu(ii) complexes with NNO-Schiff base-like ligands -- structures
 and magnetic properties
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              818
_journal_paper_doi               10.1039/C7CE02007D
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C14 H17 Cu N3 O3 S'
_chemical_formula_sum            'C14 H17 Cu N3 O3 S'
_chemical_formula_weight         370.90
_chemical_name_common            '[CuL30bSCN]'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2017-07-27
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-01-11 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.590(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8474(5)
_cell_length_b                   15.5449(6)
_cell_length_c                   10.2348(6)
_cell_measurement_reflns_used    11360
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      28.46
_cell_measurement_theta_min      2.39
_cell_volume                     1565.11(14)
_computing_cell_refinement       X-AREA-STOE
_computing_data_collection       X-AREA-STOE
_computing_data_reduction        X-AREA-STOE
_computing_molecular_graphics    ORTEP-III
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      133(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  STOE-STADIVARI
_diffrn_measurement_method       omega-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1146
_diffrn_reflns_av_unetI/netI     0.0817
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9229
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.419
_diffrn_reflns_theta_min         2.384
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.544
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.067
_refine_diff_density_max         1.351
_refine_diff_density_min         -1.284
_refine_diff_density_rms         0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3689
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0659
_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/[σ²(Fo²)+(0.1356P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1957
_refine_ls_wR_factor_ref         0.2042
_reflns_number_gt                3020
_reflns_number_total             3689
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ce02007d2.cif
_cod_data_source_block           cl096
_cod_depositor_comments
'Adding full bibliography for 7229962--7229987.cif.'
_cod_database_code               7229977
_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 C -0.0678(4) 0.2391(2) 0.8694(4) 0.0328(8) Uani 1 1 d . .
H1 H -0.1551 0.2283 0.8293 0.039 Uiso 1 1 calc R U
C2 C -0.0338(5) 0.3220(3) 0.9052(4) 0.0400(10) Uani 1 1 d . .
H2 H -0.0958 0.3681 0.8890 0.048 Uiso 1 1 calc R U
C3 C 0.0942(5) 0.3368(2) 0.9658(4) 0.0372(9) Uani 1 1 d . .
H3 H 0.1206 0.3935 0.9909 0.045 Uiso 1 1 calc R U
C4 C 0.1822(5) 0.2688(2) 0.9891(4) 0.0343(8) Uani 1 1 d . .
H4 H 0.2688 0.2777 1.0314 0.041 Uiso 1 1 calc R U
C5 C 0.1409(4) 0.1866(2) 0.9489(3) 0.0282(7) Uani 1 1 d . .
C6 C 0.2317(4) 0.1092(2) 0.9665(4) 0.0314(8) Uani 1 1 d . .
H6A H 0.3188 0.1198 0.9247 0.038 Uiso 1 1 calc R U
H6B H 0.2515 0.0988 1.0608 0.038 Uiso 1 1 calc R U
C7 C 0.2358(4) -0.0376(2) 0.9083(3) 0.0238(7) Uani 1 1 d . .
H7 H 0.3246 -0.0354 0.9486 0.029 Uiso 1 1 calc R U
C8 C 0.1921(4) -0.1187(2) 0.8544(3) 0.0236(7) Uani 1 1 d . .
C9 C 0.0612(4) -0.1286(2) 0.7926(3) 0.0261(7) Uani 1 1 d . .
C10 C 0.0126(4) -0.2117(2) 0.7320(4) 0.0341(8) Uani 1 1 d . .
H10A H -0.0831 -0.2061 0.7025 0.051 Uiso 1 1 calc R U
H10B H 0.0219 -0.2580 0.7968 0.051 Uiso 1 1 calc R U
H10C H 0.0672 -0.2254 0.6570 0.051 Uiso 1 1 calc R U
C11 C 0.2877(4) -0.1902(2) 0.8683(3) 0.0260(7) Uani 1 1 d . .
C12 C 0.4272(4) -0.1746(3) 0.9302(4) 0.0334(8) Uani 1 1 d . .
H12A H 0.4195 -0.1607 1.0229 0.050 Uiso 1 1 calc R U
H12B H 0.4702 -0.1265 0.8860 0.050 Uiso 1 1 calc R U
H12C H 0.4827 -0.2265 0.9218 0.050 Uiso 1 1 calc R U
C13 C -0.3187(4) 0.0543(2) 0.7642(4) 0.0272(7) Uani 1 1 d . .
C22 C 0.1623(5) 0.0363(3) 0.5538(4) 0.0360(9) Uani 1 1 d . .
H22A H 0.2520 0.0319 0.5988 0.054 Uiso 1 1 calc R U
H22B H 0.1725 0.0579 0.4648 0.054 Uiso 1 1 calc R U
H22C H 0.1194 -0.0205 0.5499 0.054 Uiso 1 1 calc R U
N1 N 0.0190(3) 0.17269(19) 0.8895(3) 0.0274(6) Uani 1 1 d . .
N2 N 0.1650(3) 0.0335(2) 0.9073(3) 0.0275(6) Uani 1 1 d . .
N13 N -0.2022(4) 0.0684(2) 0.7746(4) 0.0345(7) Uani 1 1 d . .
O1 O -0.0257(3) -0.06839(17) 0.7809(3) 0.0291(5) Uani 1 1 d . .
O2 O 0.2589(3) -0.26435(17) 0.8313(3) 0.0363(6) Uani 1 1 d . .
O21 O 0.0795(3) 0.09417(17) 0.6234(3) 0.0316(6) Uani 1 1 d . .
H21 H 0.1233 0.1395 0.6406 0.038 Uiso 1 1 calc R U
S13 S -0.48165(11) 0.03681(7) 0.74946(10) 0.0342(3) Uani 1 1 d . .
Cu1 Cu -0.01068(5) 0.05270(3) 0.82340(4) 0.0262(2) Uani 1 1 d . .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
N1 C1 C2 122.0(4)
N1 C1 H1 119.0
C2 C1 H1 119.0
C1 C2 C3 118.4(4)
C1 C2 H2 120.8
C3 C2 H2 120.8
C4 C3 C2 119.7(4)
C4 C3 H3 120.1
C2 C3 H3 120.1
C3 C4 C5 118.6(4)
C3 C4 H4 120.7
C5 C4 H4 120.7
N1 C5 C4 121.6(4)
N1 C5 C6 116.2(3)
C4 C5 C6 122.2(4)
N2 C6 C5 109.9(3)
N2 C6 H6A 109.7
C5 C6 H6A 109.7
N2 C6 H6B 109.7
C5 C6 H6B 109.7
H6A C6 H6B 108.2
N2 C7 C8 126.1(3)
N2 C7 H7 116.9
C8 C7 H7 116.9
C9 C8 C7 121.2(3)
C9 C8 C11 122.0(3)
C7 C8 C11 116.8(3)
O1 C9 C8 123.8(3)
O1 C9 C10 113.2(3)
C8 C9 C10 122.9(3)
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
O2 C11 C8 122.7(3)
O2 C11 C12 117.9(3)
C8 C11 C12 119.4(3)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
N13 C13 S13 178.8(3)
O21 C22 H22A 109.5
O21 C22 H22B 109.5
H22A C22 H22B 109.5
O21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C5 N1 C1 119.7(3)
C5 N1 Cu1 114.7(2)
C1 N1 Cu1 125.4(3)
C7 N2 C6 116.6(3)
C7 N2 Cu1 127.2(3)
C6 N2 Cu1 116.0(3)
C13 N13 Cu1 159.5(3)
C9 O1 Cu1 130.6(2)
C22 O21 Cu1 120.5(2)
C22 O21 H21 109.5
Cu1 O21 H21 104.9
N2 Cu1 O1 90.45(13)
N2 Cu1 N13 168.09(14)
O1 Cu1 N13 90.06(13)
N2 Cu1 N1 83.04(14)
O1 Cu1 N1 172.19(12)
N13 Cu1 N1 95.43(14)
N2 Cu1 O21 93.65(12)
O1 Cu1 O21 95.66(10)
N13 Cu1 O21 98.14(13)
N1 Cu1 O21 89.07(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.350(5)
C1 C2 1.378(6)
C1 H1 0.9500
C2 C3 1.399(7)
C2 H2 0.9500
C3 C4 1.381(6)
C3 H3 0.9500
C4 C5 1.397(5)
C4 H4 0.9500
C5 N1 1.339(5)
C5 C6 1.505(5)
C6 N2 1.465(5)
C6 H6A 0.9900
C6 H6B 0.9900
C7 N2 1.307(5)
C7 C8 1.434(5)
C7 H7 0.9500
C8 C9 1.419(5)
C8 C11 1.459(5)
C9 O1 1.270(4)
C9 C10 1.502(5)
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 O2 1.242(4)
C11 C12 1.507(5)
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 N13 1.168(6)
C13 S13 1.628(4)
C22 O21 1.426(5)
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
N1 Cu1 2.001(3)
N2 Cu1 1.920(3)
N13 Cu1 1.944(4)
O1 Cu1 1.936(3)
O21 Cu1 2.358(3)
O21 H21 0.8400
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
N1 C1 C2 C3 -0.9(6)
C1 C2 C3 C4 -0.5(6)
C2 C3 C4 C5 1.0(6)
C3 C4 C5 N1 -0.3(5)
C3 C4 C5 C6 178.1(3)
N1 C5 C6 N2 2.3(5)
C4 C5 C6 N2 -176.1(3)
N2 C7 C8 C9 -0.2(5)
N2 C7 C8 C11 -179.2(3)
C7 C8 C9 O1 -0.4(5)
C11 C8 C9 O1 178.6(3)
C7 C8 C9 C10 178.5(3)
C11 C8 C9 C10 -2.5(5)
C9 C8 C11 O2 -2.7(5)
C7 C8 C11 O2 176.4(3)
C9 C8 C11 C12 177.6(3)
C7 C8 C11 C12 -3.4(5)
C4 C5 N1 C1 -1.1(5)
C6 C5 N1 C1 -179.5(3)
C4 C5 N1 Cu1 173.7(3)
C6 C5 N1 Cu1 -4.7(4)
C2 C1 N1 C5 1.7(5)
C2 C1 N1 Cu1 -172.5(3)
C8 C7 N2 C6 -178.9(3)
C8 C7 N2 Cu1 -4.9(5)
C5 C6 N2 C7 176.0(3)
C5 C6 N2 Cu1 1.3(4)
C8 C9 O1 Cu1 6.2(5)
C10 C9 O1 Cu1 -172.8(2)
