N—H···O and O—H···O hydrogen bonds in crystal engineering: trimethoprim hydrogen glutarate
Justin Robert, Jebamony; Baskar Raj, Savarimuthu; Thomas Muthiah, Packianathan; Acta Crystallographica Section E 57 (2001) o1206–o1208; doi:10.1107/S1600536801018001

data_2200671
_publ_section_title
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 N---H&#x00B7;&#x00B7;&#x00B7;O and O---H&#x00B7;&#x00B7;&#x00B7;O
 hydrogen bonds in crystal engineering: trimethoprim hydrogen glutarate
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_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1206
_journal_page_last               o1208
_journal_paper_doi               10.1107/S1600536801018001
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C14 H19 N4 O3 1+, C5 H7 O4 1-'
_chemical_formula_moiety         'C14 H19 N4 O3 1+, C5 H7 O4 1-'
_chemical_formula_sum            'C19 H26 N4 O7'
_chemical_formula_weight         422.44
_chemical_name_common            'trimethoprim glutarate'
_chemical_name_systematic
;
 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidin-1-ium glutarate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                84.430(3)
_cell_angle_beta                 94.900(3)
_cell_angle_gamma                104.590(3)
_cell_formula_units_Z            2
_cell_length_a                   12.017(2)
_cell_length_b                   10.090(3)
_cell_length_c                   8.804(4)
_cell_measurement_reflns_used    40
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9
_cell_measurement_theta_min      3.8
_cell_volume                     1026.1(6)
_computing_cell_refinement       MolEN
_computing_data_collection       'MolEN (Fair, 1990)'
_computing_data_reduction        MolEN
_computing_molecular_graphics
'ORTEPII (Johnson, 1997) and PLATON (Spek, 1997)'
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      290
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w--2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  .0000
_diffrn_reflns_av_sigmaI/netI    .0160
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3203
_diffrn_reflns_reduction_process
;
 ?
;
_diffrn_reflns_theta_max         70.90
_diffrn_reflns_theta_min         3.81
_diffrn_standards_decay_%        negligible
_diffrn_standards_interval_time  100
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    .886
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_meas      ?
_exptl_crystal_description       'thin plate'
_exptl_crystal_F_000             448
_exptl_crystal_size_max          .25
_exptl_crystal_size_mid          .22
_exptl_crystal_size_min          .19
_refine_diff_density_max         .212
_refine_diff_density_min         -.227
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         3203
_refine_ls_restrained_S_all      1.113
_refine_ls_restrained_S_obs      1.095
_refine_ls_R_factor_all          .048
_refine_ls_R_factor_gt           .048
_refine_ls_shift/esd_mean        .000
_refine_ls_shift/su_max          <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0866P)^2^+0.1793P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .1402
_refine_ls_wR_factor_ref         .1401
_reflns_number_gt                3201
_reflns_number_total             3203
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            cv6070.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_weighting_scheme' value 'calc ' changed to
'calc' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'Not Measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
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_cod_database_code               2200671