Formation of N-oxido copper ethylenediaminetetraacetate and propanediaminetetraacetate and their selective degradation to iminodiacetate and propanediaminediacetate.
Yang, Yu-Chen; Wu, Rui; Yang, Min; Chen, Xi; Weng, Wei-Zheng; Zhou, Zhao-Hui; Dalton transactions (Cambridge, England : 2003) 48 (2019) 13388–13395; doi:10.1039/c9dt02355k

data_7700729
_publ_section_title
;
 Formation of N-oxido copper ethylenediaminetetraacetate and
 propanediaminetetraacetate and their selective degradation to
 iminodiacetate and propanediaminediacetate.
;
_journal_issue                   35
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13388
_journal_page_last               13395
_journal_paper_doi               10.1039/c9dt02355k
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety
'C44 H98.67 Cl2 Cu4 N8 Na10 O61.33, 3.67(H2 O)'
_chemical_formula_sum            'C44 H106 Cl2 Cu4 N8 Na10 O65'
_chemical_formula_weight         2342.32
_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_date             2019-04-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-05-14 deposited with the CCDC.    2019-08-05 downloaded from the CCDC.
;
_cell_angle_alpha                75.231(8)
_cell_angle_beta                 65.229(9)
_cell_angle_gamma                77.057(8)
_cell_formula_units_Z            1
_cell_length_a                   12.9325(11)
_cell_length_b                   13.1643(12)
_cell_length_c                   15.1474(14)
_cell_measurement_reflns_used    2792
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.3840
_cell_measurement_theta_min      3.5400
_cell_volume                     2243.9(4)
_computing_data_collection
'CrysAlisPro, Agilent Technologies,Version 1.171.36.24'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies,Version 1.171.36.24'
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0862
_diffrn_reflns_av_unetI/netI     0.1700
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18622
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         2.858
_exptl_absorpt_coefficient_mu    1.162
_exptl_absorpt_correction_T_max  0.8927
_exptl_absorpt_correction_T_min  0.8009
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1206
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.053
_refine_diff_density_min         -1.301
_refine_diff_density_rms         0.175
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     617
_refine_ls_number_reflns         9576
_refine_ls_number_restraints     138
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.1413
_refine_ls_R_factor_gt           0.0815
_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/[\s^2^(Fo^2^)+(0.1102P)^2^+3.4578P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2102
_refine_ls_wR_factor_ref         0.2655
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5416
_reflns_number_total             9576
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt02355k2.cif
_cod_data_source_block           a
_cod_depositor_comments
'Adding full bibliography for 7700725--7700729.cif.'
_cod_database_code               7700729
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.893
_shelx_estimated_absorpt_t_min   0.801
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 Na2-O5W = Na2-O6W
 2.5 with sigma of 0.01
 Na2-O6W = Na2-O5W
 2.2 with sigma of 0.01
 Na1-O3W = Na1-O4W
 2.5 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O1W \\sim O2W: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
O6W \\sim O5W: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
O10W \\sim O15W \\sim O13W \\sim O14W \\sim O18W: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02
O4W \\sim O3W: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
O9 \\sim O10 \\sim O4 \\sim O3 \\sim O2 \\sim O1 \\sim O7 \\sim O8 \\sim O6
\\sim O5 \\sim O17 \\sim O18 \\sim O14 \\sim O13 \\sim O19 \\sim O12 \\sim O11
\\sim O20 \\sim O16 \\sim O15 \\sim O21 \\sim O8W \\sim O10W \\sim O12W \\sim
O4W \\sim O9W \\sim O1W \\sim O15W \\sim O0AA \\sim O37 \\sim O13W \\sim O17W
\\sim O14W \\sim O2W \\sim O18W \\sim O6W \\sim O5W \\sim O7W \\sim O3W \\sim
O24 \\sim O16W: within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01
Uanis(O1W) \\sim Ueq, Uanis(O2W) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O5W) \\sim Ueq, Uanis(O6W) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O5W) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O6W) \\sim Ueq, Uanis(O5W) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O10W) \\sim Ueq, Uanis(O15W) \\sim Ueq, Uanis(O13W) \\sim Ueq,
Uanis(O14W) \\sim Ueq, Uanis(O18W) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O4W) \\sim Ueq, Uanis(O3W) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O3W) \\sim Ueq, Uanis(O4W) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O7W) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O19) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C22) = Uanis(C21)
Uanis(O5W) = Uanis(O6W)
Uanis(O24) = Uanis(O5W)
Uanis(O20) = Uanis(N4)
Uanis(C14) = Uanis(C15)
4. Rigid body (RIGU) restrains
 O1W, O2W
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O6W, O5W
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O4W, O3W
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O9, O10, O4, O3, O2, O1, O7, O8, O6, O5, O17, O18, O14, O13, O19, O12, O11,
 O20, O16, O15, O21, O8W, O10W, O12W, O4W, O9W, O1W, O15W, O0AA, O37, O13W,
 O17W, O14W, O2W, O18W, O6W, O5W, O7W, O3W, O24, O16W
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
5. Others
 Sof(O5W)=Sof(H5WA)=Sof(H5WB)=1-FVAR(1)
 Sof(O6W)=Sof(H6WA)=Sof(H6WB)=FVAR(1)
 Fixed Sof: O10W(0.75) H10A(0.75) H10B(0.75) O4W(0.5) H4WA(0.5) H4WB(0.5)
 O1W(0.5) H1WA(0.5) H1WB(0.5) O15W(0.5) H15A(0.5) H15B(0.5) O0AA(0.5) H0AA(0.5)
 H0AB(0.5) O37(0.5) H37A(0.5) H37B(0.5) O13W(0.5) H13A(0.5) H13B(0.5) O17W(0.5)
 H17C(0.5) H17D(0.5) O14W(0.33333) H14A(0.33333) H14B(0.33333) O2W(0.5)
 H2WA(0.5) H2WB(0.5) O18W(0.33333) H18A(0.33333) H18B(0.33333) O3W(0.25)
 H3WA(0.25) H3WB(0.25) O24(0.5) H24A(0.5) H24B(0.5) O16W(0.33333) H16A(0.33333)
 H16B(0.33333)
 Fixed U11: O19(0.021833) O21(0.03235) O12W(0.03235) O9W(0.03235)
 Fixed U12: O19(0.010258) O21(-0.007882) O12W(-0.007882) O9W(-0.007882)
 Fixed U13: O19(-0.001334) O21(0.016235) O12W(0.016235) O9W(0.016235)
 Fixed U22: O19(0.021192) O21(0.056154) O12W(0.056154) O9W(0.056154)
 Fixed U23: O19(-0.000708) O21(-0.016355) O12W(-0.016355) O9W(-0.016355)
 Fixed U33: O19(0.0165) O21(0.06284) O12W(0.06284) O9W(0.06284)
 Fixed X: O9W(0.31914) O0AA(1.185381)
 Fixed Y: O9W(0.53992) O0AA(0.72385)
 Fixed Z: O9W(0.261001) O0AA(0.284579)
6.a Riding coordinates:
 O8(H8), O14(H14), O8W(H8WA,H8WB), O10W(H10A,H10B), O12W(H12A,H12B), O4W(H4WA,
 H4WB), O9W(H9WA,H9WB), O1W(H1WA,H1WB), O15W(H15A,H15B), O0AA(H0AA,H0AB),
 O37(H37A,H37B), O13W(H13A,H13B), O17W(H17C,H17D), O14W(H14A,H14B), O2W(H2WA,
 H2WB), O18W(H18A,H18B), O6W(H6WA,H6WB), O5W(H5WA,H5WB), O7W(H7WA,H7WB),
 O3W(H3WA,H3WB), O24(H24A,H24B), O16W(H16A,H16B)
6.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10C,H10D), C11(H11A,H11B), C4(H4A,H4B), C2(H2A,H2B), C8(H8A,
 H8B), C6(H6A,H6B), C20(H20A,H20B), C19(H19A,H19B), C15(H15C,H15D), C13(H13C,
 H13D), C17(H17A,H17B), C21(H21A,H21B), C22(H22A,H22B)
;
_shelx_res_checksum              13225
_olex2_submission_special_instructions 'No special instructions were received'