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_7217692
_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'
_chemical_formula_sum            'C20 H25 N3 O6'
_chemical_formula_weight         403.43
_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                 103.692(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.3029(3)
_cell_length_b                   45.5165(17)
_cell_length_c                   11.0152(4)
_cell_measurement_reflns_used    4693
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      28.2060
_cell_measurement_theta_min      2.1100
_cell_volume                     4044.6(3)
_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
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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 0.9996
_diffrn_measured_fraction_theta_max 0.8754
_diffrn_measurement_details
;
  1 omega -100.00  -61.00   0.7500   90.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.4977 -178.0000   90.0000 52

  2 omega  -76.00   49.25   0.7500   90.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.4977    0.0000  -90.0000 167

  3 omega  -13.00   62.00   0.7500   90.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2790  -99.0000  -60.0000 100
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0430378000
_diffrn_orient_matrix_UB_12      -0.0106144000
_diffrn_orient_matrix_UB_13      -0.0273836000
_diffrn_orient_matrix_UB_21      -0.0192539000
_diffrn_orient_matrix_UB_22      -0.0109151000
_diffrn_orient_matrix_UB_23      0.0403276000
_diffrn_orient_matrix_UB_31      -0.0742078000
_diffrn_orient_matrix_UB_32      -0.0033217000
_diffrn_orient_matrix_UB_33      -0.0449042000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       59
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18378
_diffrn_reflns_theta_full        28.78
_diffrn_reflns_theta_max         28.78
_diffrn_reflns_theta_min         1.79
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.988
_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    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1222
_exptl_crystal_size_min          0.0469
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     535
_refine_ls_number_reflns         9215
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0593
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0375P)^2^+2.7632P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1239
_refine_ls_wR_factor_ref         0.1401
_reflns_number_gt                6305
_reflns_number_total             9215
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce01152j2.cif
_cod_data_source_block           2EtOH
_cod_depositor_comments
'Adding full bibliography for 7217690--7217693.cif.'
_cod_original_cell_volume        4044.5(3)
_cod_database_code               7217692
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H19B of C19B, {H11A,H11B} of C11B, {H13A,H13B} of C13B, {HA,HB} of C201,
  {HG,HH} of C101, {H12A,H12B} of C12B, H17B of C17B, H10B of C10B, {HZ,H0AA}
  of C13A, HV of C10A, HU of C17A, {HP,HQ} of C12A, HO of C19A, {HM,HN} of C11A
 At 1.5 times of:
  HF of O102, {HC,HD,HE} of C200, HL of O3A, {HI,HJ,HK} of C100, {H21A,H21B,
  H21C} of C21B, {H28A,H28B,H28C} of C28B, {H22A,H22B,H22C} of C22B, H3B of O3B,
   H of O202, {HW,HX,HY} of C21A, {HR,HS,HT} of C22A, {H1AA,H2AA,H3AA} of C28A
2.a Secondary CH2 refined with riding coordinates:
 C11B(H11A,H11B), C13B(H13A,H13B), C12B(H12A,H12B), C201(HA,HB), C101(HG,HH),
 C11A(HM,HN), C12A(HP,HQ), C13A(HZ,H0AA)
2.b Aromatic/amide H refined with riding coordinates:
 C17B(H17B), C10B(H10B), C19B(H19B), C19A(HO), C17A(HU), C10A(HV)
2.c Idealised Me refined as rotating group:
 C21B(H21A,H21B,H21C), C22B(H22A,H22B,H22C), C28B(H28A,H28B,H28C), C200(HC,HD,
 HE), C100(HI,HJ,HK), C22A(HR,HS,HT), C21A(HW,HX,HY), C28A(H1AA,H2AA,H3AA)
2.d Idealised tetrahedral OH refined as rotating group:
 O3B(H3B), O202(H), O102(HF), O3A(HL)
;