High water soluble agrichemicals by engineered organic salts for reducing adverse environmental impacts
de Sousa Carvalho, Jr., Paulo de Sousa; Guimarães, Gelton Geraldo Fernandes; Diniz, Luan Farinelli; Ellena, Javier A.; Ribeiro, Caue; Green Chemistry  (2019) –; doi:10.1039/C9GC02439E

data_7234676
_publ_section_title
;
 High water soluble agrichemicals by engineered organic salts for reducing
 adverse environmental impacts
;
_journal_name_full               'Green Chemistry'
_journal_paper_doi               10.1039/C9GC02439E
_journal_year                    2019
_chemical_formula_moiety         'C9 H18 N5 S, C4 H3 O4, 1.5(H2 O)'
_chemical_formula_sum            'C13 H24 N5 O5.5 S'
_chemical_formula_weight         370.43
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-05 deposited with the CCDC.    2019-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                107.075(4)
_cell_angle_beta                 100.749(3)
_cell_angle_gamma                96.427(3)
_cell_formula_units_Z            2
_cell_length_a                   8.8250(4)
_cell_length_b                   9.7640(5)
_cell_length_c                   12.0800(6)
_cell_measurement_reflns_used    6996
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.205
_cell_measurement_theta_min      2.956
_cell_volume                     962.04(9)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  KappaCCD
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0776
_diffrn_reflns_av_unetI/netI     0.0876
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.205
_diffrn_reflns_theta_min         2.956
_exptl_absorpt_coefficient_mu    0.202
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description       prism
_exptl_crystal_F_000             394
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3806
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1097
_refine_ls_R_factor_gt           0.0670
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1083P)^2^+0.0025P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1827
_refine_ls_wR_factor_ref         0.2178
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2191
_reflns_number_total             3806
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9gc02439e2.cif
_cod_data_source_block           amtmal_form_iii
_cod_original_cell_volume        962.04(8)
_cod_original_formula_sum        'C13 H24 N5 O5.50 S'
_cod_database_code               7234676
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: O0(0.35) H0A(0.35) H0B(0.35) O2(0.15) H2A(0.15) H2B(0.15)
3.a Riding coordinates:
 O1(H1A,H1B)
3.b Free rotating group:
 O0(H0A,H0B), O2(H2A,H2B)
3.c Ternary CH refined with riding coordinates:
 C00D(H00D)
3.d Secondary CH2 refined with riding coordinates:
 C00N(H00L,H00M)
3.e Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), N00A(H00A), C00G(H00Q), C00I(H00R)
3.f Idealised Me refined as rotating group:
 C00K(H00B,H00C,H00E), C00L(H00F,H00G,H00H), C00M(H00I,H00J,H00K), C00O(H00N,
 H00O,H00P)
3.g Idealised tetrahedral OH refined as rotating group:
 O007(H007)
;
_shelx_res_checksum              81466
_olex2_submission_special_instructions 'No special instructions were received'