2H-1-Benzopyrans. 4-Chloro-3-methoxycarbonyl-2-dimethoxyphosphoryl-2H-1-benzopyran, (I) and 4-Chloro-2-dimethoxyphosphoryl-2H-1-benzopyran, (II)
Olszak, Tomasz A.; Grabowski, Mieczysław J.; Stępień, Andrzej; Modranka, R.; Kostka, K.; Acta Crystallographica Section C 53 (1997) 1514–1516; doi:10.1107/S010827019700735X

data_2006605
_publ_section_title
;
2H-1-Benzopyrans.
4-Chloro-3-methoxycarbonyl-2-dimethoxyphosphoryl-2H-1-benzopyran, (I)
and 4-Chloro-2-dimethoxyphosphoryl-2H-1-benzopyran, (II)
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1514
_journal_page_last               1516
_journal_paper_doi               10.1107/S010827019700735X
_journal_volume                  53
_journal_year                    1997
_chemical_formula_analytical     'C13 H14 O6 P1 Cl1'
_chemical_formula_moiety         'C13 H14 Cl1 O6 P1'
_chemical_formula_structural     'C13 H14 O6 P1 Cl1'
_chemical_formula_sum            'C13 H14 Cl O6 P'
_chemical_formula_weight         332.68
_chemical_melting_point          378(2)
_chemical_name_systematic
;
4-chloro-3-methoxycarbonyl-2-dimethoxyphosphoryl-2H-1-benzopyran
;
_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                96.620(10)
_cell_angle_beta                 102.080(10)
_cell_angle_gamma                73.560(10)
_cell_formula_units_Z            2
_cell_length_a                   9.0350(10)
_cell_length_b                   12.5010(10)
_cell_length_c                   6.9634(5)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      41.59
_cell_measurement_theta_min      28.81
_cell_volume                     736.31(12)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1989)'
_computing_molecular_graphics    'ORTEX  (McArdle, 1995)'
_computing_publication_material  'PARST (Nardelli, 1993)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'AFC5S Rigaku 4-Circle diffractometer'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  ' graphite '
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4374
_diffrn_reflns_theta_max         60.08
_diffrn_reflns_theta_min         3.69
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.564
_exptl_absorpt_correction_T_max  0.700
_exptl_absorpt_correction_T_min  0.587
_exptl_absorpt_correction_type
'empirical \y scan (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.5006
_exptl_crystal_density_meas      1.490
_exptl_crystal_density_method    flotation
_exptl_crystal_description       prism
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.320
_refine_ls_extinction_coef       0.0062(7)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.038
_refine_ls_goodness_of_fit_obs   1.195
_refine_ls_hydrogen_treatment
;
 Methyl H atoms refined as a rigid body, other H atoms refined isotropically
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         2183
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_restrained_S_obs      1.195
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_obs          .0328
_refine_ls_shift/esd_max         -0.228
_refine_ls_shift/esd_mean        0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0537P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0931
_refine_ls_wR_factor_obs         .0901
_reflns_number_observed          1653
_reflns_number_total             2187
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            na1207.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '378(2) K' was changed to '378(2)' -
the value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '378(2) K' was changed to '378(2)' -
the value should be numeric and without a unit designator.

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

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '
calc w = 1/[\s^2^(Fo^2^)+(0.0537P)^2^] where P = (Fo^2^+2Fc^2^)/3'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0537P)^2^] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        736.30(10)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C13 H14 Cl1 O6 P1'
_cod_database_code               2006605