(1<i>R</i>,4<i>S</i>)-7,8-Dichloro-1,2,3,4-tetrahydro-1,11,11-trimethyl-1,4-methanophenazine
Crundwell, Guy; Glagovich, Neil; Acta Crystallographica Section E 66 (2010) o3042–; doi:10.1107/S1600536810044016

data_2228171
_publ_section_title
;
 (1<i>R</i>,4<i>S</i>)-7,8-Dichloro-1,2,3,4-tetrahydro-1,11,11-trimethyl-1,4-methanophenazine
;
_journal_coeditor_code           ZL2314
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3042
_journal_paper_doi               10.1107/S1600536810044016
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C16 H16 Cl2 N2'
_chemical_formula_moiety         'C16 H16 Cl2 N2'
_chemical_formula_sum            'C16 H16 Cl2 N2'
_chemical_formula_weight         307.21
_chemical_melting_point          422
_chemical_name_common            3,4-diclorocamphorquinoxaline
_chemical_name_systematic
;
(1<i>R</i>,4<i>S</i>)-7,8-Dichloro-1,2,3,4-tetrahydro-1,11,11-trimethyl-
1,4-methanophenazine
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.701(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.9741(3)
_cell_length_b                   13.0892(5)
_cell_length_c                   16.9594(5)
_cell_measurement_reflns_used    15315
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      34.9457
_cell_measurement_theta_min      4.2368
_cell_volume                     1515.97(10)
_computing_cell_refinement       'CrysAlis CCD (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997), Mercury (Macrae <i>et al.</i>,
2008) and PLATON (Spek, 2009)
;
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1790
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Oxford Xcalibur Sapphire3'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            42674
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         34.96
_diffrn_reflns_theta_min         4.24
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.419
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis Pro; Oxford Diffraction, 2009)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.180
_refine_ls_abs_structure_details 'Flack (1983), with 5825 Friedel pairs'
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.927
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         12344
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.927
_refine_ls_R_factor_all          0.1045
_refine_ls_R_factor_gt           0.0584
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0946P)^2^+0.0917P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1417
_refine_ls_wR_factor_ref         0.1628
_reflns_number_gt                7343
_reflns_number_total             12344
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            zl2314.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2228171
_cod_database_fobs_code          2228171