Synthesis and SHG Properties of the Melamine-Based Material (C 3 N 6 H 7 )ZnX 3 (C 3 N 6 H 6 ) (X = Cl, Br)
Groß, Melena; Meyer, Hans-Juergen; Brand, Catharina D.; Schmidt, Patrick; Parker, Tim Maikel; Zhang, Dai; Romao, Carl P.; Dalton Transactions  (2025) –; doi:10.1039/D5DT02245B

data_7719805
_publ_section_title
;
 Synthesis and SHG Properties of the Melamine-Based Material (C 3 N 6 H 7
 )ZnX 3 (C 3 N 6 H 6 ) (X = Cl, Br)
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D5DT02245B
_journal_year                    2025
_chemical_formula_moiety         'C3 H6 Cl3 N6 Zn, C3 H7 N6'
_chemical_formula_sum            'C6 H13 Cl3 N12 Zn'
_chemical_formula_weight         425.00
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-10-07
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-10-07 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.1055(4)
_cell_length_b                   18.3525(5)
_cell_length_c                   6.6402(2)
_cell_measurement_reflns_used    1720
_cell_measurement_temperature    150.00(18)
_cell_measurement_theta_max      77.9450
_cell_measurement_theta_min      4.3440
_cell_volume                     1475.23(8)
_computing_cell_refinement       'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.142a 64-bit (release 17-10-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (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(18)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.981
_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    -24.00  23.00   0.50    8.00    --  -49.68  14.00 107.00   94
  2  \w    -21.00  24.00   0.50    8.00    --   49.68 -14.00 -63.00   90
  3  \w   -161.00 -85.00   0.50   23.00    --  -90.00 -14.00 -63.00  152
  4  \w    -87.00 -20.00   0.50   23.00    --  -90.00 126.00 -50.00  134
  5  \w     42.00 113.00   0.50   23.00    --  111.50-126.00-127.00  142
  6  \w     44.00 109.00   0.50   23.00    --  111.50-114.00 134.00  130
  7  \w    108.00 178.00   0.50   23.00    --  111.50  14.00 107.00  140
  8  \w    -26.00  22.00   0.50    8.00    --  -49.68  19.00-120.00   96
  9  \w    -26.00  22.00   0.50    8.00    --  -49.68  19.00 150.00   96
 10  \w     34.00  92.00   0.50    8.00    --   49.68-125.00-120.00  116
 11  \w     41.00  71.00   0.50   23.00    --  111.50 -61.00 -60.00   60
 12  \w     41.00  71.00   0.50   23.00    --  111.50 -61.00-150.00   60
 13  \w     41.00 106.00   0.50   23.00    --  111.50 -77.00 -90.00  130
 14  \w     63.00 118.00   0.50   23.00    --  111.50   0.00-120.00  110
 15  \w     41.00 106.00   0.50   23.00    --  111.50 -77.00-180.00  130
 16  \w    104.00 178.00   0.50   23.00    --  111.50  45.00  30.00  148
 17  \w     63.00 118.00   0.50   23.00    --  111.50   0.00  90.00  110
 18  \w     43.00 111.00   0.50   23.00    --  111.50-125.00-150.00  136
 19  \w     92.00 178.00   0.50   23.00    --  111.50  77.00 -90.00  172
 20  \w     92.00 178.00   0.50   23.00    --  111.50  77.00 -90.00  172
 21  \w     41.00  86.00   0.50   23.00    --  111.50 -94.00 120.00   90
 22  \w     81.00 106.00   0.50   23.00    --  111.50 -94.00 120.00   50
 23  \w     44.00  70.00   0.50   23.00    --  111.50 -77.00-180.00   52
 24  \w     41.00  66.00   0.50   23.00    --  111.50 -61.00  30.00   50
 25  \w     50.00 102.00   0.50   23.00    --  111.50 -77.00   0.00  104
 26  \w     42.00  67.00   0.50   23.00    --  111.50 -61.00 -90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1254929000
_diffrn_orient_matrix_UB_12      -0.0015251000
_diffrn_orient_matrix_UB_13      -0.0388277000
_diffrn_orient_matrix_UB_21      0.0007672000
_diffrn_orient_matrix_UB_22      0.0837266000
_diffrn_orient_matrix_UB_23      -0.0163519000
_diffrn_orient_matrix_UB_31      0.0213496000
_diffrn_orient_matrix_UB_32      0.0057348000
_diffrn_orient_matrix_UB_33      0.2280948000
_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  0.0419
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            13315
_diffrn_reflns_point_group_measured_fraction_full 0.807
_diffrn_reflns_point_group_measured_fraction_max 0.774
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.344
_diffrn_reflns_theta_min         4.375
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.493
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_correction_T_min  0.696
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.142a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.914
_exptl_crystal_description       plate
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.081
_exptl_crystal_size_mid          0.018
_exptl_crystal_size_min          0.011
_refine_diff_density_max         0.731
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details
;
 Flack x determined using 625 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2486
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0367
_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^)+(0.0591P)^2^+1.3607P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.0967
_reflns_Friedel_coverage         0.450
_reflns_Friedel_fraction_full    0.581
_reflns_Friedel_fraction_max     0.527
_reflns_number_gt                2196
_reflns_number_total             2486
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt02245b2.cif
_cod_data_source_block           mg_zncl2mel1_v5
_cod_database_code               7719805
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C6 H13 N12 Cl3 Zn1 '
_shelx_estimated_absorpt_t_max   0.922
_shelx_estimated_absorpt_t_min   0.582
_diffrn_oxdiff_digest_hkl
;
433de86d1e05fe662e578125027c3b42e3ea7d
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cl3B) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.001
3. Others
 Sof(Cl3B)=1-FVAR(1)
 Sof(Cl3A)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 N7(H7)
4.b X=CH2 refined with riding coordinates:
 N4(H4A,H4B), N5(H5A,H5B), N6(H6A,H6B), N10(H10A,H10B), N11(H11A,H11B),
 N12(H12A,H12B)
;
_shelx_res_checksum              97525
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.659
_oxdiff_exptl_absorpt_empirical_full_min 0.662