#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:30:37 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230511 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/77/7057774.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_7057774
loop_
_publ_author_name
'Cargnelutti, Roberta'
'Delgado, Cássia P.'
'Cervo, Rodrigo'
'Tirloni, Bárbara'
'Burrow, Robert A.'
'Lang, Ernesto S.'
_publ_section_title
;
 Synthesis and structural chemistry of CoII, CuII, CuI and PdII complexes
 containing a flexible monoselenoether ligand
;
_journal_issue                   21
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              17185
_journal_paper_doi               10.1039/C8NJ03621G
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C12 H8 Cu N2 O4, 2(H2O)'
_chemical_formula_sum            'C12 H12 Cu N2 O6'
_chemical_formula_weight         343.78
_chemical_melting_point          564.1(10)
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           'APEX3 v2017.3-0'
_audit_update_record
;
2018-09-12 deposited with the CCDC.
2018-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                75.934(15)
_cell_angle_beta                 85.21(2)
_cell_angle_gamma                72.06(2)
_cell_formula_units_Z            1
_cell_length_a                   5.114(2)
_cell_length_b                   7.550(3)
_cell_length_c                   9.106(3)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.54
_cell_measurement_theta_min      2.59
_cell_measurement_wavelength     0.56086
_cell_volume                     324.5(2)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'APEX3 v2017.3-0 (Bruker AXS Inc., 2017'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  vim
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            30413
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        19.665
_diffrn_reflns_theta_max         23.699
_diffrn_reflns_theta_min         2.584
_exptl_absorpt_coefficient_mu    0.906
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_correction_T_min  0.6969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        SADABS(Bruker, 2007) was used to perform the data scaling
        and semi-empirical absorption correction based on symmetry-
        related refkections.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             175
_exptl_crystal_size_max          0.198
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.098
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1995
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0231
_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)+(0.0204P)²+0.2985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0566
_refine_ls_wR_factor_ref         0.0578
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1899
_reflns_number_total             1995
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj03621g2.cif
_cod_data_source_block           compound_2d
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '563.15-565.15 K' was changed to
'564.1(10)' - the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7057773--7057780.cif.
;
_cod_original_cell_volume        324.4(2)
_cod_database_code               7057774
_shelx_shelxl_version_number     2016/4
_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   0.841
_shelx_estimated_absorpt_t_max   0.916
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.500000 0.500000 0.500000 0.00935(7) Uani 1 2 d S . P . .
C1 C -0.0361(3) 0.67948(18) 0.56440(15) 0.0101(2) Uani 1 1 d . . . . .
N1 N 0.2812(2) 0.72938(16) 0.35976(12) 0.00951(19) Uani 1 1 d . . . . .
O1 O 0.16956(19) 0.54180(14) 0.62683(11) 0.01146(18) Uani 1 1 d . . . . .
O2 O -0.27508(19) 0.71578(14) 0.61623(11) 0.01385(19) Uani 1 1 d . . . . .
C2 C 0.0269(2) 0.80060(18) 0.41447(14) 0.0094(2) Uani 1 1 d . . . . .
C3 C -0.1564(3) 0.96977(19) 0.33994(15) 0.0123(2) Uani 1 1 d . . . . .
H3 H -0.335488 1.016245 0.379838 0.015 Uiso 1 1 calc R U . . .
C4 C -0.0702(3) 1.0701(2) 0.20434(16) 0.0150(2) Uani 1 1 d . . . . .
H4 H -0.188566 1.188613 0.151781 0.018 Uiso 1 1 calc R U . . .
C6 C 0.3621(3) 0.82209(19) 0.22652(15) 0.0127(2) Uani 1 1 d . . . . .
H6 H 0.538516 0.768726 0.186356 0.015 Uiso 1 1 calc R U . . .
C5 C 0.1912(3) 0.9947(2) 0.14694(16) 0.0151(3) Uani 1 1 d . . . . .
H5 H 0.251939 1.060612 0.054348 0.018 Uiso 1 1 calc R U . . .
O1W O -0.2692(4) 0.5593(4) 0.9415(2) 0.0285(8) Uani 0.927(16) 1 d . . P A 1
H1WA H -0.270(5) 0.592(4) 0.849(3) 0.037(7) Uiso 0.927(16) 1 d . . P A 1
H1WB H -0.387(11) 0.534(8) 0.978(7) 0.033(15) Uiso 0.464(8) 1 d . . P A 1
H1WC H -0.139(14) 0.529(10) 0.965(7) 0.040(17) Uiso 0.464(8) 1 d . . P A 1
O1WA O -0.227(19) 0.478(11) 0.922(5) 0.13(3) Uani 0.073(16) 1 d . U P A 2
H1WD H -0.270(5) 0.592(4) 0.849(3) 0.037(7) Uiso 0.073(16) 1 d . . P A 2
H1WE H -0.387(11) 0.534(8) 0.978(7) 0.033(15) Uiso 0.036(8) 1 d . . P A 2
H1WF H -0.139(14) 0.529(10) 0.965(7) 0.040(17) Uiso 0.036(8) 1 d . . P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3240 0.8257 '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 180.0 2_666 .
O1 Cu1 N1 83.82(5) 2_666 2_666
O1 Cu1 N1 96.18(5) . 2_666
O1 Cu1 N1 96.18(5) 2_666 .
O1 Cu1 N1 83.82(5) . .
N1 Cu1 N1 180.0 2_666 .
O2 C1 O1 125.10(12) . .
O2 C1 C2 119.75(12) . .
O1 C1 C2 115.14(11) . .
C6 N1 C2 119.78(12) . .
C6 N1 Cu1 127.78(9) . .
C2 N1 Cu1 112.33(9) . .
C1 O1 Cu1 114.32(9) . .
N1 C2 C3 122.42(12) . .
N1 C2 C1 113.79(11) . .
C3 C2 C1 123.79(12) . .
C2 C3 C4 118.07(12) . .
C2 C3 H3 121.0 . .
C4 C3 H3 121.0 . .
C5 C4 C3 119.36(13) . .
C5 C4 H4 120.3 . .
C3 C4 H4 120.3 . .
N1 C6 C5 120.97(12) . .
N1 C6 H6 119.5 . .
C5 C6 H6 119.5 . .
C6 C5 C4 119.35(13) . .
C6 C5 H5 120.3 . .
C4 C5 H5 120.3 . .
H1WA O1W H1WB 117(5) . .
H1WA O1W H1WC 109(6) . .
H1WB O1W H1WC 129(7) . .
H1WD O1WA H1WE 88(10) . .
H1WD O1WA H1WF 86(6) . .
H1WE O1WA H1WF 88(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.9522(12) 2_666
Cu1 O1 1.9522(12) .
Cu1 N1 1.9624(13) 2_666
Cu1 N1 1.9625(13) .
C1 O2 1.2457(16) .
C1 O1 1.2839(16) .
C1 C2 1.5182(19) .
N1 C6 1.3471(17) .
N1 C2 1.3489(17) .
C2 C3 1.3848(18) .
C3 C4 1.398(2) .
C3 H3 0.9500 .
C4 C5 1.394(2) .
C4 H4 0.9500 .
C6 C5 1.3901(19) .
C6 H6 0.9500 .
C5 H5 0.9500 .
O1W H1WA 0.82(3) .
O1W H1WB 0.72(5) .
O1W H1WC 0.67(6) .
O1WA H1WD 0.93(6) .
O1WA H1WE 0.96(11) .
O1WA H1WF 0.85(7) .
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
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C3 H3 O2 0.95 2.37 3.204(2) 146.7 2_476 yes
C6 H6 O1 0.95 2.64 3.125(2) 112.5 2_666 yes
O1W^a H1WA^a O2 0.82(3) 2.10(3) 2.909(2) 171(3) . yes
O1W^a H1WB^a O1W^a 0.72(5) 2.10(6) 2.815(4) 172(7) 2_467 yes
O1W^a H1WC^a O1W^a 0.67(6) 2.16(6) 2.833(4) 175(8) 2_567 yes
O1WA^b H1WD^b O2 0.93(6) 2.10(3) 2.91(4) 145(6) . yes
O1WA^b H1WE^b O1WA^b 0.96(11) 2.12(9) 2.98(18) 148(6) 2_467 yes
O1WA^b H1WF^b O1WA^b 0.85(7) 2.19(9) 2.96(13) 152(8) 2_567 yes
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 C1 O1 Cu1 170.46(10)
C2 C1 O1 Cu1 -8.26(14)
C6 N1 C2 C3 -1.29(19)
Cu1 N1 C2 C3 175.19(10)
C6 N1 C2 C1 179.26(11)
Cu1 N1 C2 C1 -4.26(13)
O2 C1 C2 N1 -170.34(11)
O1 C1 C2 N1 8.45(16)
O2 C1 C2 C3 10.2(2)
O1 C1 C2 C3 -170.99(12)
N1 C2 C3 C4 -1.0(2)
C1 C2 C3 C4 178.44(12)
C2 C3 C4 C5 1.9(2)
C2 N1 C6 C5 2.6(2)
Cu1 N1 C6 C5 -173.29(10)
N1 C6 C5 C4 -1.6(2)
C3 C4 C5 C6 -0.7(2)
