Crystal structure of 6,6a,7,8,9,10-hexahydro-5H-pyrazino [2,3-e]pyrido[1,2-a]pyrazine, C10H14N4
Dali, Zhu; Yu, Yu; Zeitschrift für Kristallographie - New Crystal Structures 238 (2023) 1137–1139; doi:10.1515/ncrs-2023-0363

data_8107684
_publ_section_title
;
 Crystal structure of 6,6a,7,8,9,10-hexahydro-5H-pyrazino
 [2,3-e]pyrido[1,2-a]pyrazine, C10H14N4
;
_journal_issue                   6
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1137
_journal_page_last               1139
_journal_paper_doi               10.1515/ncrs-2023-0363
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         '1(C10 H14 N4)'
_chemical_formula_sum            'C10 H14 N4'
_chemical_formula_weight         190.25
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   15.5356(2)
_cell_length_b                   9.8551(2)
_cell_length_c                   25.5551(4)
_cell_measurement_reflns_used    4917
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.4470
_cell_measurement_theta_min      2.8580
_cell_volume                     3912.61(11)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -45.00 -18.00   1.00    1.00    --  -40.73 -38.00 120.00   27
  2  \w    -65.00  33.00   1.00    1.00    --  -40.73  38.00   0.00   98
  3  \w     31.00  77.00   1.00    1.00    --   40.73 -99.00 -60.00   46
  4  \w     38.00 121.00   1.00    2.27    --  106.95-125.00 -30.00   83
  5  \w     72.00  97.00   1.00    2.27    --  106.95 -95.00 150.00   25
  6  \w    134.00 160.00   1.00    2.27    --  106.95  45.00 120.00   26
  7  \w     97.00 170.00   1.00    2.27    --  106.95 125.00 150.00   73
  8  \w     84.00 148.00   1.00    2.27    --  106.95  61.00-120.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0240746000
_diffrn_orient_matrix_UB_12      -0.1508828000
_diffrn_orient_matrix_UB_13      -0.0061520000
_diffrn_orient_matrix_UB_21      0.0028608000
_diffrn_orient_matrix_UB_22      -0.0153124000
_diffrn_orient_matrix_UB_23      0.0599879000
_diffrn_orient_matrix_UB_31      -0.0960720000
_diffrn_orient_matrix_UB_32      -0.0382137000
_diffrn_orient_matrix_UB_33      0.0001828000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0865
_diffrn_reflns_av_unetI/netI     0.0636
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            8924
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.588
_diffrn_reflns_theta_max         66.588
_diffrn_reflns_theta_min         3.459
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.654
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3455
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0873
_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^)+(0.1219P)^2^+4.4934P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2435
_refine_ls_wR_factor_ref         0.2481
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3149
_reflns_number_total             3455
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2023-0363_suppl_001.cif
_cod_data_source_block           STNC
_cod_database_code               8107684
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
2. Others
 Sof(H1BC)=Sof(H1BD)=Sof(H3BC)=Sof(H3BD)=Sof(H4BC)=Sof(H4BD)=Sof(H6BC)=
 Sof(H6BD)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H18C)=Sof(H18D)=
 Sof(H20C)=Sof(H20D)=Sof(C21)=Sof(H21A)=Sof(H21B)=1-FVAR(1)
 Sof(H1AA)=Sof(H1AB)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H3AA)=Sof(H3AB)=Sof(H4AA)=
 Sof(H4AB)=Sof(C5)=Sof(H5)=Sof(H6AA)=Sof(H6AB)=Sof(H18A)=Sof(H18B)=Sof(C19)=
 Sof(H19A)=Sof(H19B)=Sof(H20A)=Sof(H20B)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C5(H5), C22(H22), C16(H16)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1AA,H1AB), C1(H1BC,H1BD), C2(H2A,H2B), C3(H3AA,H3AB), C3(H3BC,H3BD),
 C4(H4AA,H4AB), C4(H4BC,H4BD), C6(H6AA,H6AB), C6(H6BC,H6BD), C23(H23A,H23B),
 C15(H15A,H15B), C17(H17A,H17B), C18(H18A,H18B), C18(H18C,H18D), C19(H19A,H19B),
  C20(H20A,H20B), C20(H20C,H20D), C21(H21A,H21B)
3.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C9(H9), C10(H10), N7(H7), C11(H11), C12(H12)
;
_shelx_res_checksum              61879
_shelx_hkl_checksum              97566
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
;
_oxdiff_exptl_absorpt_empirical_full_max 1.600
_oxdiff_exptl_absorpt_empirical_full_min 0.537