Polymorphic and solvate structures of ethyl ester and carboxylic acid derivatives of WIN 61893 analogue and their stability in solution
Salorinne, Kirsi; Lahtinen, Tanja; Marjomäki, Varpu; Häkkinen, Hannu; CrystEngComm 16 (2014) 9001–; doi:10.1039/C4CE01152J

data_7217693
_publ_section_title
;
 Polymorphic and solvate structures of ethyl ester and carboxylic acid
 derivatives of WIN 61893 analogue and their stability in solution
;
_journal_issue                   38
_journal_name_full               CrystEngComm
_journal_page_first              9001
_journal_paper_doi               10.1039/C4CE01152J
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C18 H19 N3 O5, C2 H6 O S'
_chemical_formula_sum            'C20 H25 N3 O6 S'
_chemical_formula_weight         435.49
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-07-04
_audit_creation_method
;
  Olex2 1.2
  (compiled Dec  5 2012 16:17:34, GUI svn.r4385)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.4904(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.7775(3)
_cell_length_b                   7.21311(13)
_cell_length_c                   21.4071(3)
_cell_measurement_reflns_used    4582
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      30.4080
_cell_measurement_theta_min      2.9470
_cell_volume                     2127.33(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      170(2)
_diffrn_detector_area_resol_mean 16.0107
_diffrn_measured_fraction_theta_full 0.9995
_diffrn_measured_fraction_theta_max 0.8881
_diffrn_measurement_details
;
  1 omega  -94.00   32.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.5108    0.0000  120.0000 126

  2 omega  -97.00  -64.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.5108 -178.0000  -60.0000 33

  3 omega  -60.00   -7.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.5108  -37.0000 -120.0000 53

  4 omega   63.00   96.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       22.2921 -178.0000   90.0000 33
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0421053000
_diffrn_orient_matrix_UB_12      -0.0251013000
_diffrn_orient_matrix_UB_13      0.0168542000
_diffrn_orient_matrix_UB_21      -0.0219901000
_diffrn_orient_matrix_UB_22      -0.0324738000
_diffrn_orient_matrix_UB_23      -0.0280056000
_diffrn_orient_matrix_UB_31      0.0198145000
_diffrn_orient_matrix_UB_32      -0.0893902000
_diffrn_orient_matrix_UB_33      0.0054401000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            11563
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         30.61
_diffrn_reflns_theta_min         1.90
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.2228
_exptl_crystal_size_mid          0.1221
_exptl_crystal_size_min          0.082
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         5806
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0490P)^2^+0.9072P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1245
_reflns_number_gt                4502
_reflns_number_total             5806
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce01152j2.cif
_cod_data_source_block           2DMSO
_cod_depositor_comments
'Adding full bibliography for 7217690--7217693.cif.'
_cod_original_cell_volume        2127.32(6)
_cod_database_code               7217693
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  {H13A,H13B} of C13, {H12A,H12B} of C12, {H11A,H11B} of C11, H19 of C19, H17
  of C17, H10 of C10
 At 1.5 times of:
  {H22A,H22B,H22C} of C22, {H10D,H10E,H10F} of C103, {H21A,H21B,H21C} of C21,
  {H10A,H10B,H10C} of C102, H3 of O3, {H28A,H28B,H28C} of C28
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C17(H17), C10(H10)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C102(H10A,H10B,H10C), C22(H22A,H22B,H22C), C103(H10D,
 H10E,H10F), C28(H28A,H28B,H28C)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;