Calcium Cyclic Carboxylates as Structural Models for Calcium Carbonate Scale Inhibitors
Hong, Yuexian; Yufit, Dimitrii S.; Letzelter, Nathalie; Steed, Jonathan W.; CrystEngComm  (2020) –; doi:10.1039/D0CE00243G

data_7240141
_publ_section_title
;
 Calcium Cyclic Carboxylates as Structural Models for Calcium Carbonate
 Scale Inhibitors
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00243G
_journal_year                    2020
_chemical_formula_moiety         'C12 H9 O2, C4 H8 N5'
_chemical_formula_sum            'C16 H17 N5 O2'
_chemical_formula_weight         311.34
_chemical_melting_point          485.05
_chemical_name_common
'1-Naphthalene acetic acid + 2,4,6-triaminopyrimidine'
_chemical_name_systematic
'1-Naphthalene acetic acid + 2,4,6-triaminopyrimidine'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2020-02-08
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-03-06 deposited with the CCDC.	2020-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                104.860(5)
_cell_angle_beta                 93.046(6)
_cell_angle_gamma                112.269(7)
_cell_formula_units_Z            4
_cell_length_a                   11.7424(9)
_cell_length_b                   11.8549(8)
_cell_length_c                   12.7190(7)
_cell_measurement_reflns_used    2619
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.6580
_cell_measurement_theta_min      3.6510
_cell_volume                     1561.2(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9974
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -45.00  59.00   1.00    1.00    --   25.57 -57.00 -90.00  104
  2  \w     13.00 109.00   1.00    1.50    --   66.78-111.00-150.00   96
  3  \w     69.00 153.00   1.00    5.00    --  108.00 -43.00 -30.00   84
  4  \w    120.00 175.00   1.00    5.00    --  108.00  21.00-120.00   55
  5  \w    137.00 178.00   1.00    5.00    --  108.00 104.00 -60.00   41
  6  \w    140.00 177.00   1.00    5.00    --  108.00 138.00-150.00   37
  7  \w    103.00 178.00   1.00    5.00    --  108.00 138.00 -90.00   75
  8  \w    135.00 178.00   1.00    5.00    --  108.00  32.00   0.00   43
  9  \w    140.00 166.00   1.00    5.00    --  108.00  21.00  90.00   26
 10  \w    140.00 166.00   1.00    5.00    --  108.00 -32.00 150.00   26
 11  \w     85.00 138.00   1.00    5.00    --  108.00 -65.00   0.00   53
 12  \w     79.00 113.00   1.00    5.00    --  108.00-123.00   6.00   34
 13  \w     43.00  69.00   1.00    5.00    --  108.00 -65.00   0.00   26
 14  \w     31.00 117.00   1.00    5.00    --  108.00 -77.00 -30.00   86
 15  \w     41.00 120.00   1.00    5.00    --  108.00 -65.00-150.00   79
 16  \w     43.00 132.00   1.00    5.00    --  108.00  32.00   0.00   89
 17  \w    100.00 149.00   1.00    1.50    --   66.78 111.00  90.00   49
 18  \w     53.00 133.00   1.00    5.00    --  108.00 -32.00 150.00   80
 19  \w     68.00 116.00   1.00    5.00    --  108.00-111.00 144.11   48
 20  \w     29.00  56.00   1.00    5.00    --  108.00 -43.00 -30.00   27
 21  \w     27.00 101.00   1.00    5.00    --  108.00  21.00-120.00   74
 22  \w     32.00 139.00   1.00    1.50    --   66.78  61.00  30.00  107
 23  \w     71.00 126.00   1.00    1.50    --   66.78 178.00-180.00   55
 24  \w     34.00 142.00   1.00    1.50    --   66.78  61.00  90.00  108
 25  \w     32.00 132.00   1.00    1.50    --   66.78  61.00 150.00  100
 26  \w     28.00 122.00   1.00    5.00    --  108.00  21.00  90.00   94
 27  \w     23.00 118.00   1.00    5.00    --  108.00 -89.00-150.00   95
 28  \w    -13.00  86.00   1.00    1.50    --   66.78 -45.00-180.00   99
 29  \w    -48.00  59.00   1.00    1.00    --   25.57 -77.00-180.00  107
 30  \w    -46.00  55.00   1.00    1.00    --   25.57 -77.00  60.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9245
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        66.797
_diffrn_reflns_theta_max         66.797
_diffrn_reflns_theta_min         3.647
_exptl_absorpt_coefficient_mu    0.749
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.664
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       triclinic
_exptl_crystal_F_000             656
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitrile'
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.148
_exptl_crystal_size_min          0.094
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         5445
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0907
_refine_ls_R_factor_gt           0.0606
_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^)+(0.0856P)^2^+0.9406P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1636
_refine_ls_wR_factor_ref         0.1849
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4015
_reflns_number_total             5445
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00243g2.cif
_cod_data_source_block           naatap
_cod_original_cell_volume        1561.16(19)
_cod_database_code               7240141
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C27(H27A,H27B)
2.b Aromatic/amide H refined with riding coordinates:
 C30(H30), C14(H14), C18(H18), C25(H25), C1(H1), C24(H24), C3(H3), C23(H23),
 C8(H8), C2(H2), C21(H21), C19(H19), C5(H5), C20(H20), C7(H7), C6(H6)
;
_shelx_res_checksum              22585
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;