Crystal structures and properties of two hydrated conglomerate forms of the heart-rate-lowering agent ivabradine hydrochloride
Zhou, Xin-Bo; Zhu, Jian-Rong; Liu, Ji-Yong; Jin, Zhi-Ping; Tang, Fei-Yu; Hu, Xiu-Rong; Acta Crystallographica Section C 75 (2019) 545–553; doi:10.1107/S2053229619004819

data_2021588
_publ_section_title
;
 Crystal structures and properties of two hydrated conglomerate forms of
 the heart-rate-lowering agent ivabradine hydrochloride
;
_journal_coeditor_code           QF3025
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              545
_journal_page_last               553
_journal_paper_doi               10.1107/S2053229619004819
_journal_volume                  75
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_iupac          'C27 H37 N2 O5 +, Cl -, 0.5H2 O'
_chemical_formula_moiety         'C27 H37 N2 O5 +, Cl -, 0.5(H2 O)'
_chemical_formula_sum            'C27 H38 Cl N2 O5.5'
_chemical_formula_weight         514.04
_chemical_name_common
;
Ivabradine hydrochloride hemihydrate
;
_chemical_name_systematic
'{[3,4-Dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}[3-(7,8-dimethoxy-2-oxo-2,3,4,5-tetrahydro-1<i>H</i>-3-benzazepin-3-yl)propyl]methylazanium hemihydrate'
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.144(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.48740(10)
_cell_length_b                   43.4767(7)
_cell_length_c                   11.4892(2)
_cell_measurement_reflns_used    13189
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      3.04
_cell_measurement_theta_min      67.49
_cell_volume                     2713.38(8)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2009)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2009)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2009)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and
DIAMOND (Brandenburg & Putz, 2005)
;
_computing_publication_material
;
OLEX2 (Dolomanov <i>et al.</i>,  2009)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur Atlas Gemini ultra
;
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       51
_diffrn_reflns_limit_k_min       -51
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            30111
_diffrn_reflns_theta_full        67.609
_diffrn_reflns_theta_max         67.609
_diffrn_reflns_theta_min         3.887
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.579
_exptl_absorpt_correction_T_max  0.7435
_exptl_absorpt_correction_T_min  0.5453
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(ABSCOR; Higashi, 1995)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.172
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 3869 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   -0.019(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     650
_refine_ls_number_reflns         9744
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0372
_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^)+(0.0475P)^2^+0.3577P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.0957
_reflns_number_gt                8864
_reflns_number_total             9744
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            qf3025sup1.cif
_cod_data_source_block           1123_iva
_cod_depositor_comments
;
Adding full bibliography for 2021588--2021589.cif.

2019-09-07
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     '2(C27 H37 N2 O5 +), 2(Cl -), H2 O'
_cod_original_formula_iupac      '2C27 H37 N2 O5 +, 2Cl -, H2 O'
_cod_original_formula_sum        'C54 H76 Cl2 N4 O11'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     1028.08
_cod_database_code               2021588
_cod_database_fobs_code          2021588
_shelx_estimated_absorpt_t_min   0.585
_shelx_estimated_absorpt_t_max   0.754