#------------------------------------------------------------------------------
#$Date: 2019-10-18 03:52:13 +0200 (vie 18 de oct de 2019) $
#$Revision: 219408 $
#$URL: svn://www.crystallography.net/cod/cif/1/55/24/1552443.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_1552443
loop_
_publ_author_name
'Mo, Xiyu'
'Chen, Zilu'
'Chu, Bo'
'Liu, Dongcheng'
'Liang, Yuning'
'Liang, Fupei'
_publ_section_title
;
 Structure and Anticancer Activities of Four Cu(II) Complexes Bearing
 Tropolone
;
_journal_name_full               Metallomics
_journal_paper_doi               10.1039/C9MT00165D
_journal_year                    2019
_chemical_formula_moiety         'C14 H10 Cu O4'
_chemical_formula_sum            'C14 H10 Cu O4'
_chemical_formula_weight         305.76
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-01-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-01-27 deposited with the CCDC.    2019-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 92.726(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   3.772(3)
_cell_length_b                   13.655(12)
_cell_length_c                   11.517(11)
_cell_measurement_reflns_used    1685
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.365
_cell_measurement_theta_min      2.315
_cell_volume                     592.5(9)
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0745
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5037
_diffrn_reflns_theta_full        26.66
_diffrn_reflns_theta_max         26.66
_diffrn_reflns_theta_min         2.31
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.849
_exptl_absorpt_correction_T_max  0.717
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             310
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.944
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         1239
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0506
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0750P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1230
_refine_ls_wR_factor_ref         0.1380
_reflns_number_gt                904
_reflns_number_total             1239
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9mt00165d2.cif
_cod_data_source_block           aaaa
_cod_database_code               1552443
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -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_calc_flag
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.5000 0.5000 0.5000 0.0408(3) Uani 1 d 2 S T P
O1 O 0.2108(9) 0.5261(2) 0.3631(3) 0.0503(8) Uani 1 d 1 . . .
O2 O 0.5063(7) 0.37016(18) 0.4401(2) 0.0431(7) Uani 1 d 1 . . .
C1 C 0.1780(10) 0.4513(3) 0.2951(3) 0.0380(9) Uani 1 d 1 . . .
C2 C -0.0022(12) 0.4623(3) 0.1878(4) 0.0466(10) Uani 1 d 1 . . .
H2 H -0.0882 0.5250 0.1726 0.056 Uiso 1 calc 1 R . .
C3 C -0.0743(12) 0.3952(4) 0.1002(3) 0.0525(11) Uani 1 d 1 . . .
H3 H -0.1973 0.4200 0.0348 0.063 Uiso 1 calc 1 R . .
C4 C 0.0082(13) 0.2973(4) 0.0950(4) 0.0551(12) Uani 1 d 1 . . .
H4 H -0.0639 0.2646 0.0271 0.066 Uiso 1 calc 1 R . .
C5 C 0.1856(12) 0.2427(3) 0.1793(4) 0.0523(11) Uani 1 d 1 . . .
H5 H 0.2139 0.1769 0.1608 0.063 Uiso 1 calc 1 R . .
C6 C 0.3287(11) 0.2699(3) 0.2870(3) 0.0442(10) Uani 1 d 1 . . .
H6 H 0.4333 0.2193 0.3306 0.053 Uiso 1 calc 1 R . .
C7 C 0.3403(10) 0.3618(3) 0.3405(3) 0.0371(8) Uani 1 d 1 . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0591(5) 0.0274(4) 0.0349(4) -0.0025(3) -0.0094(3) 0.0021(3)
O1 0.075(2) 0.0304(13) 0.0440(16) -0.0035(12) -0.0171(15) 0.0098(14)
O2 0.0615(18) 0.0275(13) 0.0393(15) 0.0000(11) -0.0084(13) 0.0029(12)
C1 0.043(2) 0.034(2) 0.037(2) -0.0032(16) -0.0019(17) -0.0040(16)
C2 0.054(3) 0.047(2) 0.039(2) 0.0012(19) -0.0043(19) -0.002(2)
C3 0.052(3) 0.070(3) 0.034(2) -0.004(2) -0.0035(19) -0.009(2)
C4 0.066(3) 0.061(3) 0.038(2) -0.017(2) 0.005(2) -0.018(2)
C5 0.062(3) 0.042(2) 0.054(3) -0.014(2) 0.009(2) -0.014(2)
C6 0.056(2) 0.0305(19) 0.047(2) -0.0052(17) 0.005(2) -0.0024(18)
C7 0.042(2) 0.0329(19) 0.0365(19) 0.0020(16) 0.0036(16) -0.0045(16)
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'
Cu Cu 0.3201 1.2651 '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'
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
O1 Cu1 O1 180.000(1) 3_666 .
O2 Cu1 O1 96.27(12) 3_666 .
O2 Cu1 O1 96.27(12) . 3_666
O2 Cu1 O1 83.73(12) 3_666 3_666
O2 Cu1 O1 83.73(12) . .
O2 Cu1 O2 180.000(1) . 3_666
C1 O1 Cu1 112.9(3) . .
C7 O2 Cu1 113.1(2) . .
O1 C1 C2 118.9(4) . .
O1 C1 C7 114.9(3) . .
C2 C1 C7 126.2(4) . .
C1 C2 H2 114.7 . .
C3 C2 C1 130.5(4) . .
C3 C2 H2 114.7 . .
C2 C3 H3 115.1 . .
C4 C3 C2 129.8(4) . .
C4 C3 H3 115.1 . .
C3 C4 H4 116.5 . .
C5 C4 C3 127.0(4) . .
C5 C4 H4 116.5 . .
C4 C5 H5 114.9 . .
C4 C5 C6 130.2(4) . .
C6 C5 H5 114.9 . .
C5 C6 H6 115.1 . .
C5 C6 C7 129.9(4) . .
C7 C6 H6 115.1 . .
O2 C7 C1 115.2(3) . .
O2 C7 C6 118.5(3) . .
C6 C7 C1 126.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.908(3) 3_666
Cu1 O1 1.908(3) .
Cu1 O2 1.903(3) .
Cu1 O2 1.903(3) 3_666
O1 C1 1.290(5) .
O2 C7 1.285(4) .
C1 C2 1.390(6) .
C1 C7 1.453(5) .
C2 H2 0.9300 .
C2 C3 1.380(6) .
C3 H3 0.9300 .
C3 C4 1.374(7) .
C4 H4 0.9300 .
C4 C5 1.373(6) .
C5 H5 0.9300 .
C5 C6 1.380(6) .
C6 H6 0.9300 .
C6 C7 1.398(5) .
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
_geom_torsion_site_symmetry_1
Cu1 O1 C1 C2 -174.9(3) .
Cu1 O1 C1 C7 4.9(4) .
Cu1 O2 C7 C1 -1.0(4) .
Cu1 O2 C7 C6 179.5(3) .
O1 Cu1 O1 C1 170(100) 3_666
O1 Cu1 O2 C7 -177.2(3) 3_666
O1 Cu1 O2 C7 2.8(3) .
O1 C1 C2 C3 -179.9(4) .
O1 C1 C7 O2 -2.6(5) .
O1 C1 C7 C6 176.8(4) .
O2 Cu1 O1 C1 -4.3(3) .
O2 Cu1 O1 C1 175.7(3) 3_666
O2 Cu1 O2 C7 -43(100) 3_666
C1 C2 C3 C4 1.1(8) .
C2 C1 C7 O2 177.1(4) .
C2 C1 C7 C6 -3.4(7) .
C2 C3 C4 C5 0.3(8) .
C3 C4 C5 C6 -1.1(8) .
C4 C5 C6 C7 -1.5(8) .
C5 C6 C7 O2 -176.4(4) .
C5 C6 C7 C1 4.2(7) .
C7 C1 C2 C3 0.4(7) .
