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_7240142
_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         '2(C12 H10 O2), C6 H9 N3'
_chemical_formula_sum            'C30 H29 N3 O4'
_chemical_formula_weight         495.56
_chemical_melting_point          375.05
_chemical_name_common
'1-Naphthalene acetic acid + 2-amino-4,6-dimethylpyrimidine'
_chemical_name_systematic
'1-Naphthalene acetic acid + 2-amino-4,6-dimethylpyrimidine'
_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_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                90
_cell_angle_beta                 95.076(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.4504(3)
_cell_length_b                   12.4728(5)
_cell_length_c                   28.0306(10)
_cell_measurement_reflns_used    3024
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.8050
_cell_measurement_theta_min      3.8720
_cell_volume                     2594.59(17)
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9974
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_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     -6.00  99.00   1.00    1.00    --   25.69  57.00  60.00  105
  2  \w     49.00 145.00   1.00    5.00    --   66.85  50.00 -30.00   96
  3  \w    129.00 178.00   1.00   12.50    --  108.00  43.00 -90.00   49
  4  \w    153.00 178.00   1.00   12.50    --  108.00 104.00-150.00   25
  5  \w    127.00 162.00   1.00   12.50    --  108.00 138.00 -60.00   35
  6  \w    111.00 149.00   1.00    5.00    --   66.85 111.00-150.00   38
  7  \w    112.00 137.00   1.00    5.00    --   66.85 111.00-180.00   25
  8  \w    103.00 156.00   1.00   12.50    --  108.00 104.00-180.00   53
  9  \w    106.00 149.00   1.00   12.50    --  108.00 104.00-150.00   43
 10  \w    103.00 178.00   1.00   12.50    --  108.00 104.00 -30.00   75
 11  \w     89.00 124.00   1.00   12.50    --  108.00 138.00 -60.00   35
 12  \w     74.00 172.00   1.00   12.50    --  108.00  65.00   0.00   98
 13  \w     69.00 120.00   1.00   12.50    --  108.00  43.00 -90.00   51
 14  \w     57.00 116.00   1.00    1.00    --   25.69 178.00-180.00   59
 15  \w     58.00 111.00   1.00    1.00    --   25.69 178.00   0.00   53
 16  \w     25.00 132.00   1.00    5.00    --   66.85  77.00-150.00  107
 17  \w     24.00  72.00   1.00   12.50    --  108.00-104.00  60.00   48
 18  \w     84.00 111.00   1.00   12.50    --  108.00-104.00  60.00   27
 19  \w     72.00 100.00   1.00   12.50    --  108.00-104.00   0.00   28
 20  \w     56.00 111.00   1.00    5.00    --   66.85-111.00  30.00   55
 21  \w     44.00  93.00   1.00   12.50    --  108.00-104.00  30.00   49
 22  \w     24.00  59.00   1.00   12.50    --  108.00-104.00   0.00   35
;
_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  0.0356
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            8354
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        66.912
_diffrn_reflns_theta_max         66.912
_diffrn_reflns_theta_min         3.882
_exptl_absorpt_coefficient_mu    0.686
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.549
_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    1.269
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Ethanol'
_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.139
_exptl_crystal_size_min          0.124
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.0010(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4534
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0551
_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^)+(0.0786P)^2^+0.6302P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1544
_refine_ls_wR_factor_ref         0.1681
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3470
_reflns_number_total             4534
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00243g2.cif
_cod_data_source_block           naadmp
_cod_database_code               7240142
_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, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C23(H23), C3(H3), C30(H30), C28(H28), C24(H24), C29(H29), C26(H26), C25(H25),
 C17(H17), C16(H16), C14(H14), C10(H10), C12(H12), C15(H15), C11(H11)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_shelx_res_checksum              95839
_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
;