#------------------------------------------------------------------------------
#$Date: 2019-11-24 23:05:38 +0200 (Sun, 24 Nov 2019) $
#$Revision: 239681 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/69/4516997.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_4516997
loop_
_publ_author_name
'Nath, Jitendra'
'Tarai, Arup'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Copper(II), Zinc(II), and Cadmium(II) Formylbenzoate Complexes:
 Reactivity and Emission Properties.
;
_journal_issue                   19
_journal_name_full               'ACS omega'
_journal_page_first              18444
_journal_page_last               18455
_journal_paper_doi               10.1021/acsomega.9b02779
_journal_volume                  4
_journal_year                    2019
_chemical_formula_sum            'C40 H34 Cl2 Cu N6 O8'
_chemical_formula_weight         861.17
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 107.568(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.6241(5)
_cell_length_b                   19.7951(9)
_cell_length_c                   15.5784(6)
_cell_measurement_reflns_used    2566
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.4070
_cell_measurement_theta_min      2.6870
_cell_volume                     4005.4(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7575
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         2.698
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88712
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1772
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         3548
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0450
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1339
_refine_ls_wR_factor_ref         0.1556
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2765
_reflns_number_total             3548
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao9b02779_si_002.cif
_cod_data_source_block           complex3
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               4516997
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.2500 0.74598(3) 0.0000 0.0367(2) Uani 1 2 d S T P
Cl1 Cl 0.2500 0.62987(6) 0.0000 0.0436(3) Uani 1 2 d S T P
Cl2 Cl 0.7500 0.69105(7) 0.0000 0.0548(4) Uani 1 2 d S T P
O4 O 0.3691(2) 0.33094(17) 0.57000(17) 0.0540(7) Uani 1 1 d D . .
N2 N 0.39195(19) 0.75157(12) 0.08818(18) 0.0361(6) Uani 1 1 d . . .
O3 O 0.58082(18) 0.59158(15) 0.02200(15) 0.0567(7) Uani 1 1 d . . .
H3 H 0.6375 0.6084 0.0280 0.085 Uiso 1 1 calc R U .
N3 N 0.21652(18) 0.79987(14) 0.10351(16) 0.0380(6) Uani 1 1 d . . .
O1 O 0.43120(18) 0.40311(17) 0.45482(16) 0.0673(8) Uani 1 1 d . . .
H1 H 0.4039 0.3878 0.4909 0.101 Uiso 1 1 calc R U .
N1 N 0.5772(2) 0.56607(16) 0.10564(18) 0.0482(7) Uani 1 1 d . . .
O2 O 0.27325(19) 0.39376(19) 0.36047(18) 0.0856(11) Uani 1 1 d . . .
C13 C 0.3973(2) 0.78505(16) 0.16608(18) 0.0324(7) Uani 1 1 d . . .
C17 C 0.3020(2) 0.81018(15) 0.17391(18) 0.0326(7) Uani 1 1 d . . .
C12 C 0.4886(2) 0.79260(17) 0.23569(19) 0.0374(7) Uani 1 1 d . . .
C16 C 0.3010(2) 0.84328(16) 0.25393(19) 0.0376(7) Uani 1 1 d . . .
C19 C 0.1269(2) 0.82230(18) 0.1120(2) 0.0457(8) Uani 1 1 d . . .
H19 H 0.0672 0.8161 0.0642 0.055 Uiso 1 1 calc R U .
C5 C 0.4622(2) 0.50923(17) 0.1718(2) 0.0400(7) Uani 1 1 d . . .
C8 C 0.4894(3) 0.54073(17) 0.0977(2) 0.0425(8) Uani 1 1 d . . .
H8 H 0.4398 0.5424 0.0416 0.051 Uiso 1 1 calc R U .
C4 C 0.3633(2) 0.48240(18) 0.1542(2) 0.0443(8) Uani 1 1 d . . .
H4 H 0.3177 0.4853 0.0963 0.053 Uiso 1 1 calc R U .
C9 C 0.4788(2) 0.72538(19) 0.0797(2) 0.0457(8) Uani 1 1 d . . .
H9 H 0.4761 0.7019 0.0273 0.055 Uiso 1 1 calc R U .
C2 C 0.3987(2) 0.44697(18) 0.3076(2) 0.0438(8) Uani 1 1 d . . .
C15 C 0.3964(3) 0.85140(18) 0.3243(2) 0.0467(8) Uani 1 1 d . . .
H15 H 0.3965 0.8737 0.3769 0.056 Uiso 1 1 calc R U .
C20 C 0.2055(3) 0.86516(18) 0.2598(2) 0.0475(8) Uani 1 1 d . . .
H20 H 0.2008 0.8868 0.3113 0.057 Uiso 1 1 calc R U .
C3 C 0.3321(2) 0.45171(19) 0.2207(2) 0.0460(8) Uani 1 1 d . . .
H3A H 0.2660 0.4340 0.2073 0.055 Uiso 1 1 calc R U .
C14 C 0.4857(3) 0.82765(18) 0.3163(2) 0.0463(8) Uani 1 1 d . . .
H14 H 0.5463 0.8338 0.3632 0.056 Uiso 1 1 calc R U .
C6 C 0.5294(3) 0.50444(19) 0.2597(2) 0.0466(8) Uani 1 1 d . . .
H6 H 0.5955 0.5223 0.2732 0.056 Uiso 1 1 calc R U .
C1 C 0.3604(3) 0.4123(2) 0.3760(2) 0.0538(9) Uani 1 1 d . . .
C11 C 0.5790(2) 0.76493(18) 0.2242(2) 0.0472(9) Uani 1 1 d . . .
H11 H 0.6417 0.7692 0.2692 0.057 Uiso 1 1 calc R U .
C7 C 0.4982(3) 0.47327(17) 0.3264(2) 0.0484(9) Uani 1 1 d . . .
H7 H 0.5437 0.4697 0.3842 0.058 Uiso 1 1 calc R U .
C18 C 0.1195(3) 0.85426(19) 0.1889(2) 0.0530(9) Uani 1 1 d . . .
H18 H 0.0556 0.8684 0.1921 0.064 Uiso 1 1 calc R U .
C10 C 0.5731(2) 0.7317(2) 0.1458(2) 0.0514(9) Uani 1 1 d . . .
H10 H 0.6321 0.7134 0.1368 0.062 Uiso 1 1 calc R U .
H4A H 0.313(4) 0.348(3) 0.576(3) 0.096(16) Uiso 1 1 d . . .
H4B H 0.337(4) 0.2939(18) 0.541(3) 0.12(2) Uiso 1 1 d 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'
Cu Cu 0.3201 1.2651 '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'
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
N2 Cu1 N2 173.68(14) . 2
N2 Cu1 N3 80.44(10) . .
N2 Cu1 N3 96.31(10) 2 .
N2 Cu1 N3 96.31(10) . 2
N2 Cu1 N3 80.44(10) 2 2
N3 Cu1 N3 118.78(15) . 2
N2 Cu1 Cl1 93.16(7) . .
N2 Cu1 Cl1 93.16(7) 2 .
N3 Cu1 Cl1 120.61(7) . .
N3 Cu1 Cl1 120.61(7) 2 .
C9 N2 C13 117.8(3) . .
C9 N2 Cu1 127.6(2) . .
C13 N2 Cu1 114.61(19) . .
C19 N3 C17 117.2(3) . .
C19 N3 Cu1 131.3(2) . .
C17 N3 Cu1 111.51(18) . .
C8 N1 O3 110.2(3) . .
N2 C13 C12 122.7(3) . .
N2 C13 C17 116.0(2) . .
C12 C13 C17 121.2(3) . .
N3 C17 C16 123.4(3) . .
N3 C17 C13 117.4(2) . .
C16 C17 C13 119.2(3) . .
C13 C12 C11 118.1(3) . .
C13 C12 C14 118.5(3) . .
C11 C12 C14 123.4(3) . .
C20 C16 C17 117.2(3) . .
C20 C16 C15 124.1(3) . .
C17 C16 C15 118.6(3) . .
N3 C19 C18 122.8(3) . .
C4 C5 C6 118.3(3) . .
C4 C5 C8 118.0(3) . .
C6 C5 C8 123.8(3) . .
N1 C8 C5 123.4(3) . .
C3 C4 C5 121.3(3) . .
N2 C9 C10 122.8(3) . .
C3 C2 C7 119.0(3) . .
C3 C2 C1 117.6(3) . .
C7 C2 C1 123.3(3) . .
C14 C15 C16 121.7(3) . .
C18 C20 C16 119.1(3) . .
C4 C3 C2 120.4(3) . .
C15 C14 C12 120.7(3) . .
C7 C6 C5 120.4(3) . .
O2 C1 O1 123.0(3) . .
O2 C1 C2 122.6(3) . .
O1 C1 C2 114.4(3) . .
C10 C11 C12 118.8(3) . .
C6 C7 C2 120.6(3) . .
C20 C18 C19 120.3(3) . .
C11 C10 C9 119.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N2 2.009(3) .
Cu1 N2 2.009(3) 2
Cu1 N3 2.095(2) .
Cu1 N3 2.095(2) 2
Cu1 Cl1 2.2984(13) .
N2 C9 1.335(4) .
N2 C13 1.365(4) .
O3 N1 1.412(3) .
N3 C19 1.343(4) .
N3 C17 1.353(4) .
O1 C1 1.325(4) .
N1 C8 1.269(4) .
O2 C1 1.196(4) .
C13 C12 1.390(4) .
C13 C17 1.429(4) .
C17 C16 1.412(4) .
C12 C11 1.408(5) .
C12 C14 1.446(4) .
C16 C20 1.400(5) .
C16 C15 1.434(4) .
C19 C18 1.385(5) .
C5 C4 1.396(4) .
C5 C6 1.403(4) .
C5 C8 1.454(4) .
C4 C3 1.374(4) .
C9 C10 1.389(4) .
C2 C3 1.387(4) .
C2 C7 1.398(5) .
C2 C1 1.487(5) .
C15 C14 1.345(5) .
C20 C18 1.363(5) .
C6 C7 1.381(5) .
C11 C10 1.369(5) .
