#------------------------------------------------------------------------------
#$Date: 2019-11-23 09:14:40 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232678 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/80/4348035.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_4348035
loop_
_publ_author_name
'Axelson, Jordan C.'
'Gonzalez, Miguel I.'
'Meihaus, Katie R.'
'Chang, Christopher J.'
'Long, Jeffrey R.'
_publ_section_title
;
 Synthesis and Characterization of a Tetrapodal NO4(4-) Ligand and Its
 Transition Metal Complexes.
;
_journal_issue                   15
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7527
_journal_page_last               7534
_journal_paper_doi               10.1021/acs.inorgchem.6b00908
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C11 H13 Cu N O5, H2O'
_chemical_formula_sum            'C11 H15 Cu N O6'
_chemical_formula_weight         320.79
_chemical_name_common            jaa28_0m
_chemical_name_systematic        '[(C11H11NO4)Cu(H2O)] H2O'
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90.631(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.3978(6)
_cell_length_b                   7.3031(5)
_cell_length_c                   19.9835(14)
_cell_measurement_reflns_used    7243
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.28
_cell_measurement_theta_min      2.62
_cell_volume                     1225.51(15)
_computing_cell_refinement       'Bruker APEX2 v. 2011.4'
_computing_data_collection       'Bruker APEX2 v. 2011.4'
_computing_data_reduction        'Bruker APEX2 v. 2011.4'
_computing_molecular_graphics    DIAMOND
_computing_publication_material  WinGX
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SHELXT
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17809
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.374
_diffrn_reflns_theta_min         2.038
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    1.805
_exptl_absorpt_correction_T_max  0.9280
_exptl_absorpt_correction_T_min  0.8431
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.728
_exptl_crystal_description       block
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.118
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.049
_refine_diff_density_max         1.406
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2250
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0381
_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)+(0.0358P)²+3.5024P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0945
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1820
_reflns_number_total             2250
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jaa28_0m.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4348035
_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.
;
_shelx_estimated_absorpt_t_min   0.815
_shelx_estimated_absorpt_t_max   0.917
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5885(4) 0.5583(5) 0.42737(17) 0.0122(8) Uani 1 1 d . . . . .
C2 C 0.3486(4) 0.2209(5) 0.20989(18) 0.0113(8) Uani 1 1 d . . . . .
C5 C 0.8058(5) 0.3435(5) 0.46642(18) 0.0198(9) Uani 1 1 d . . . . .
H5A H 0.8512 0.2211 0.4601 0.030 Uiso 1 1 calc R U . . .
H5B H 0.7675 0.3555 0.5124 0.030 Uiso 1 1 calc R U . . .
H5C H 0.8878 0.4361 0.4582 0.030 Uiso 1 1 calc R U . . .
C6 C 0.6681(5) 0.3710(5) 0.41773(18) 0.0150(8) Uani 1 1 d . . . . .
H6 H 0.5867 0.2749 0.4274 0.018 Uiso 1 1 calc R U . . .
C7 C 0.7126(4) 0.3536(5) 0.34409(17) 0.0101(8) Uani 1 1 d . . . . .
C8 C 0.8669(4) 0.3369(5) 0.32258(18) 0.0140(8) Uani 1 1 d . . . . .
H8 H 0.9527 0.3329 0.3539 0.017 Uiso 1 1 calc R U . . .
C9 C 0.8951(4) 0.3260(5) 0.25460(19) 0.0158(8) Uani 1 1 d . . . . .
H9 H 1.0010 0.3134 0.2390 0.019 Uiso 1 1 calc R U . . .
C10 C 0.7698(4) 0.3334(5) 0.20957(18) 0.0138(8) Uani 1 1 d . . . . .
H10 H 0.7883 0.3270 0.1628 0.017 Uiso 1 1 calc R U . . .
C11 C 0.6174(4) 0.3502(4) 0.23342(17) 0.0097(7) Uani 1 1 d . . . . .
C12 C 0.4702(4) 0.3650(5) 0.18832(17) 0.0117(8) Uani 1 1 d . . . . .
H12 H 0.4215 0.4876 0.1968 0.014 Uiso 1 1 calc R U . . .
C13 C 0.5068(5) 0.3559(5) 0.11422(18) 0.0188(9) Uani 1 1 d . . . . .
H13A H 0.5821 0.4533 0.1028 0.028 Uiso 1 1 calc R U . . .
H13B H 0.4082 0.3719 0.0882 0.028 Uiso 1 1 calc R U . . .
H13C H 0.5538 0.2366 0.1038 0.028 Uiso 1 1 calc R U . . .
N1 N 0.5896(3) 0.3607(4) 0.30015(14) 0.0094(6) Uani 1 1 d . . . . .
O1 O 0.4594(3) 0.5878(3) 0.39380(12) 0.0138(5) Uani 1 1 d . . . . .
O3 O 0.2823(3) 0.2417(3) 0.26572(12) 0.0143(6) Uani 1 1 d . . . . .
O5 O 0.6479(3) 0.6738(3) 0.46499(12) 0.0172(6) Uani 1 1 d . . . . .
O7 O 0.1815(3) 0.5918(3) 0.32958(12) 0.0139(5) Uani 1 1 d . . . . .
O9 O 0.2487(3) 0.2588(3) 0.40663(12) 0.0146(6) Uani 1 1 d . . . . .
H9X H 0.2666 0.3051 0.4475 0.017 Uiso 1 1 d R U . . .
H9Y H 0.2962 0.1640 0.4101 0.017 Uiso 1 1 d R U . . .
O10 O 0.4336(6) 0.9506(6) 0.4257(4) 0.0437(19) Uiso 0.787(18) 1 d . . P A 1
O10A O 0.4172(19) 0.954(2) 0.3891(12) 0.034(7) Uiso 0.213(18) 1 d . . P A 2
Cu1 Cu 0.36756(5) 0.41674(6) 0.33050(2) 0.01180(15) 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'
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
_geom_angle_site_symmetry_1
O5 C1 O1 122.5(3) .
O5 C1 C6 120.8(3) .
O1 C1 C6 116.7(3) .
O7 C2 O3 124.0(3) 2_545
O7 C2 C12 118.1(3) 2_545
O3 C2 C12 117.9(3) .
C6 C5 H5A 109.5 .
C6 C5 H5B 109.5 .
H5A C5 H5B 109.5 .
C6 C5 H5C 109.5 .
H5A C5 H5C 109.5 .
H5B C5 H5C 109.5 .
C5 C6 C7 114.5(3) .
C5 C6 C1 111.6(3) .
C7 C6 C1 107.8(3) .
C5 C6 H6 107.6 .
C7 C6 H6 107.6 .
C1 C6 H6 107.6 .
N1 C7 C8 121.1(3) .
N1 C7 C6 115.5(3) .
C8 C7 C6 123.3(3) .
C7 C8 C9 119.0(3) .
C7 C8 H8 120.5 .
C9 C8 H8 120.5 .
C10 C9 C8 120.1(4) .
C10 C9 H9 120.0 .
C8 C9 H9 120.0 .
C11 C10 C9 118.9(3) .
C11 C10 H10 120.5 .
C9 C10 H10 120.5 .
N1 C11 C10 121.0(3) .
N1 C11 C12 115.4(3) .
C10 C11 C12 123.5(3) .
C13 C12 C11 113.7(3) .
C13 C12 C2 112.8(3) .
C11 C12 C2 108.9(3) .
C13 C12 H12 107.0 .
C11 C12 H12 107.0 .
C2 C12 H12 107.0 .
C12 C13 H13A 109.5 .
C12 C13 H13B 109.5 .
H13A C13 H13B 109.5 .
C12 C13 H13C 109.5 .
H13A C13 H13C 109.5 .
H13B C13 H13C 109.5 .
C7 N1 C11 119.9(3) .
C7 N1 Cu1 121.2(2) .
C11 N1 Cu1 118.5(2) .
C1 O1 Cu1 124.1(2) .
C2 O3 Cu1 120.2(2) .
C2 O7 Cu1 129.3(2) 2
Cu1 O9 H9X 111.5 .
Cu1 O9 H9Y 106.8 .
H9X O9 H9Y 99.7 .
O1 Cu1 O3 178.01(10) .
O1 Cu1 N1 87.94(11) .
O3 Cu1 N1 90.08(11) .
O1 Cu1 O7 84.26(10) .
O3 Cu1 O7 97.50(10) .
N1 Cu1 O7 147.89(11) .
O1 Cu1 O9 93.93(10) .
O3 Cu1 O9 87.04(10) .
N1 Cu1 O9 122.76(10) .
O7 Cu1 O9 88.90(10) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O5 1.231(4) .
C1 O1 1.287(4) .
C1 C6 1.536(5) .
C2 O7 1.253(4) 2_545
C2 O3 1.262(4) .
C2 C12 1.531(5) .
C5 C6 1.516(5) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 C7 1.527(5) .
C6 H6 1.0000 .
C7 N1 1.349(4) .
C7 C8 1.375(5) .
C8 C9 1.384(5) .
C8 H8 0.9500 .
C9 C10 1.378(5) .
C9 H9 0.9500 .
C10 C11 1.376(5) .
C10 H10 0.9500 .
C11 N1 1.359(4) .
C11 C12 1.526(5) .
C12 C13 1.517(5) .
C12 H12 1.0000 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
N1 Cu1 2.009(3) .
O1 Cu1 1.933(2) .
O3 Cu1 1.950(2) .
O7 C2 1.253(4) 2
O7 Cu1 2.019(2) .
O9 Cu1 2.162(2) .
O9 H9X 0.8957 .
O9 H9Y 0.8017 .
