Salts of Amoxapine with Improved Solubility for Enhanced Pharmaceutical Applicability.
Joshi, Mayank; Roy Choudhury, Angshuman; ACS omega 3 (2018) 2406–2416; doi:10.1021/acsomega.7b02023

data_4516037
_publ_section_title
;
 Salts of Amoxapine with Improved Solubility for Enhanced Pharmaceutical
 Applicability.
;
_journal_issue                   2
_journal_name_full               'ACS omega'
_journal_page_first              2406
_journal_page_last               2416
_journal_paper_doi               10.1021/acsomega.7b02023
_journal_volume                  3
_journal_year                    2018
_chemical_formula_moiety         '2(C17 H17 Cl N3 O)+, (C4 H4 O4)2-, 5(H2 O)'
_chemical_formula_sum            'C38 H48 Cl2 N6 O11'
_chemical_formula_weight         835.72
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2017-07-22
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_cell_angle_alpha                90
_cell_angle_beta                 97.940(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.7210(2)
_cell_length_b                   19.4546(3)
_cell_length_c                   25.7568(4)
_cell_measurement_reflns_used    26715
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      32.9000
_cell_measurement_theta_min      2.5850
_cell_volume                     7802.1(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.7f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7f (Rigaku OD, 2015)'
_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_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.979
_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    -69.00 119.00   0.40   25.00    --   29.89  54.00  60.00  470
  2  \w    -69.00 119.00   0.40   25.00    --   29.89  54.00 -60.00  470
  3  \w    -69.00 119.00   0.40   25.00    --   29.89  54.00-180.00  470
  4  \w    -69.00 119.00   0.40   25.00    --   29.89  54.00  30.00  470
  5  \w    -69.00 119.00   0.40   25.00    --   29.89  54.00  60.00  470
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0004661000
_diffrn_orient_matrix_UB_12      -0.0170819000
_diffrn_orient_matrix_UB_13      -0.0243620000
_diffrn_orient_matrix_UB_21      0.0201439000
_diffrn_orient_matrix_UB_22      -0.0289668000
_diffrn_orient_matrix_UB_23      0.0131638000
_diffrn_orient_matrix_UB_31      -0.0408505000
_diffrn_orient_matrix_UB_32      -0.0140957000
_diffrn_orient_matrix_UB_33      0.0024990000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            183373
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         32.773
_diffrn_reflns_theta_min         2.539
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.236
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.7f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.423
_exptl_crystal_description       block
_exptl_crystal_F_000             3520
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.192
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1057
_refine_ls_number_reflns         28243
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1405
_refine_ls_R_factor_gt           0.0699
_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^)+(0.0767P)^2^+10.0440P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1711
_refine_ls_wR_factor_ref         0.2243
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14031
_reflns_number_total             28243
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ao7b02023_si_003.cif
_cod_data_source_block           amx-f20-100k
_cod_database_code               4516037
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C21 H20 N2 O1 Cl1'
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_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 O(H,H) groups
2.a Free rotating group:
 O14(H14c,H14d), O20(H20a,H20b), O00H(H00a,H00b), O16(H16c,H16d), O19(H19a,
 H19b), O13(H13a,H13b), O17(H17c,H17d), O15(H15c,H15d), O18(H18a,H18b),
 O21(H21a,H21b)
2.b Secondary CH2 refined with riding coordinates:
 C48(H48a,H48b), C51(H51a,H51b), C49(H49a,H49b), C50(H50a,H50b), N9(H9a,H9b),
 N6(H6a,H6b), C31(H31a,H31b), C33(H33a,H33b), C34(H34a,H34b), C32(H32a,H32b),
 N12(H12a,H12b), C65(H65a,H65b), C68(H68a,H68b), C66(H66a,H66b), C67(H67a,H67b),
  N3(H3a,H3b), C14(H14a,H14b), C17(H17a,H17b), C16(H16a,H16b), C15(H15a,H15b),
 C77(H77a,H77b), C76(H76a,H76b), C70(H70a,H70b), C71(H71a,H71b)
2.c Aromatic/amide H refined with riding coordinates:
 C41(H41), C38(H38), C44(H44), C46(H46), C43(H43), C45(H45), C40(H40),
 C26(H26), C24(H24), C27(H27), C28(H28), C23(H23), C21(H21), C29(H29), C63(H63),
  C57(H57), C60(H60), C55(H55), C62(H62), C61(H61), C58(H58), C4(H4), C9(H9),
 C7(H7), C6(H6), C10(H10), C11(H11), C12(H12)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.152
_oxdiff_exptl_absorpt_empirical_full_min 0.878