Crystal structure and conformational analysis of doxorubicin nitrate
Mathivathanan, Logesh; Yang, Guang; Leng, Fenfei; Raptis, Raphael G.; Acta Crystallographica Section E 74 (2018) 400–405; doi:10.1107/S2056989018002955

data_2242401
_publ_section_title
;
 Crystal structure and conformational analysis of doxorubicin nitrate
;
_journal_coeditor_code           WM5435
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              400
_journal_page_last               405
_journal_paper_doi               10.1107/S2056989018002955
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C27 H30 N O11 +, N O3 -'
_chemical_formula_moiety         'C27 H30 N O11 +, N O3 -'
_chemical_formula_sum            'C27 H30 N2 O14'
_chemical_formula_weight         606.53
_chemical_name_systematic
'(7<i>S</i>,9<i>S</i>)-7-{[(2<i>R</i>,4<i>S</i>,5<i>S</i>,6<i>S</i>)-4-Azaniumyl-5-hydroxy-6-methyloxan-2-yl]oxy}-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7<i>H</i>-tetracen-5,12-dione nitrate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_cell_angle_alpha                90
_cell_angle_beta                 114.293(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.3169(12)
_cell_length_b                   34.280(5)
_cell_length_c                   10.1010(14)
_cell_measurement_reflns_used    9978
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      2.94
_cell_volume                     2624.8(7)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX3 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009) and <i>CrystalMaker</i>
(Palmer, 2017)
;
_computing_publication_material
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015a)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015b)
;
_diffrn_ambient_temperature      298.31
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Quest CMOS'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            33597
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.431
_diffrn_reflns_theta_min         2.841
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6850
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>SADABS</i>; Bruker, 2016)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_description       sheet
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.236
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.051
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.184
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 2632 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons <i>et al.</i>,  2013).
;
_refine_ls_abs_structure_Flack   -0.3(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     792
_refine_ls_number_reflns         10764
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_gt           0.0498
_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^)+(0.0405P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0930
_reflns_number_gt                7299
_reflns_number_total             10764
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            wm5435sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        2624.8(6)
_cod_database_code               2242401
_cod_database_fobs_code          2242401
_shelx_estimated_absorpt_t_min   0.971
_shelx_estimated_absorpt_t_max   0.994
_shelx_hkl_checksum              99977
_shelx_res_checksum              51859