#------------------------------------------------------------------------------
#$Date: 2019-11-24 12:46:22 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237931 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/35/00/4350001.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4350001
loop_
_publ_author_name
'Yuan, Juan'
'Liu, Mei-Jiao'
'Wu, Shu-Qi'
'Zhu, Xin'
'Zhang, Nan'
'Sato, Osamu'
'Kou, Hui-Zhong'
_publ_section_title
;
 Substituent effects on the fluorescent spin-crossover Fe(ii) complexes of
 rhodamine 6G hydrazones
;
_journal_issue                   5
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              1170
_journal_paper_doi               10.1039/C9QI00111E
_journal_volume                  6
_journal_year                    2019
_chemical_formula_moiety
'C64 H60 Br2 Fe N10 O4, 2(Cl O4), C H2 Cl2, 3(C H4 O), O'
_chemical_formula_sum            'C68 H76 Br2 Cl4 Fe N10 O16'
_chemical_formula_weight         1646.85
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-01-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_audit_update_record
;
2019-01-24 deposited with the CCDC.	2019-03-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.166(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.3424(6)
_cell_length_b                   28.6600(9)
_cell_length_c                   12.6888(3)
_cell_measurement_reflns_used    7867
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      73.8510
_cell_measurement_theta_min      3.4925
_cell_volume                     7378.2(4)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28031
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        64.999
_diffrn_reflns_theta_max         64.999
_diffrn_reflns_theta_min         3.776
_exptl_absorpt_coefficient_mu    4.842
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60276
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_description       cube
_exptl_crystal_F_000             3384
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_refine_diff_density_max         2.401
_refine_diff_density_min         -1.066
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     959
_refine_ls_number_reflns         12539
_refine_ls_number_restraints     102
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1101
_refine_ls_R_factor_gt           0.0932
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1681P)²+18.9534P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2602
_refine_ls_wR_factor_ref         0.2802
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9823
_reflns_number_total             12539
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9qi00111e2.cif
_cod_data_source_block           'global_CCDC1'
_cod_database_code               4350001
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N10-C64
 2.48 with sigma of 0.02
 C63-C64
 1.5 with sigma of 0.01
 N10-C63
 1.46 with sigma of 0.01
3. Rigid bond restraints
 C53, O4, Cl2, O12A, C63, C64
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(N10) \\sim Ueq, Uanis(O14) \\sim Ueq, Uanis(C55) \\sim Ueq, Uanis(C56)
\\sim Ueq, Uanis(C65) \\sim Ueq, Uanis(C63) \\sim Ueq, Uanis(C64) \\sim Ueq,
Uanis(Cl2) \\sim Ueq, Uanis(O1WA) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(O10A) \\sim Ueq, Uanis(O11A) \\sim Ueq, Uanis(O12A) \\sim Ueq, Uanis(O7)
\\sim Ueq, Uanis(O10) \\sim Ueq, Uanis(O11) \\sim Ueq, Uanis(C60) \\sim Ueq:
with sigma of 0.005 and sigma for terminal atoms of 0.001
5. Others
 Sof(O1WA)=1-FVAR(1)
 Sof(O1W)=FVAR(1)
 Sof(O10A)=Sof(O11A)=Sof(O12A)=1-FVAR(2)
 Sof(O10)=Sof(O11)=Sof(O12)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C31(H31A,H31B), C61(H61A,H61B), C63(H63A,H63B), C67(H67A,H67B)
6.b Me refined with riding coordinates:
 C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C62(H62A,H62B,H62C)
6.c Aromatic/amide H refined with riding coordinates:
 N7(H7), N8(H8), N9(H9), N10(H10), C2(H2), C3(H3), C4(H4), C6(H6), C10(H10A),
 C11(H11), C12(H12), C9(H9A), C16(H16), C19(H19), C22(H22), C25(H25), C34(H34),
 C35(H35), C36(H36), C38(H38), C41(H41), C42(H42), C43(H43), C44(H44), C48(H48),
  C51(H51), C54(H54), C57(H57)
6.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C59(H59A,H59B,H59C), C60(H60A,H60B,
 H60C), C64(H64A,H64B,H64C), C65(H65A,H65B,H65C), C66(H66A,H66B,H66C), C68(H68A,
 H68B,H68C)
6.e Idealised tetrahedral OH refined as rotating group:
 O13(H13), O14(H14), O15(H15)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.74685(4) 0.63278(3) 0.51381(7) 0.0370(2) Uani 1 1 d . . . . .
Br1 Br 0.67729(4) 0.69572(4) 0.72664(7) 0.0814(3) Uani 1 1 d . . . . .
Br2 Br 0.79861(5) 0.71573(4) 0.31616(8) 0.0904(4) Uani 1 1 d . . . . .
Cl1 Cl 0.53127(12) 0.35255(9) -0.13699(18) 0.0830(6) Uani 1 1 d . . . . .
Cl2 Cl 0.92926(10) 0.31841(6) 1.11049(13) 0.0639(5) Uani 1 1 d . U . . .
Cl3 Cl 0.30953(19) 0.38663(15) 0.0590(3) 0.1311(12) Uani 1 1 d . . . . .
Cl4 Cl 0.2662(2) 0.30099(12) -0.0433(3) 0.1263(11) Uani 1 1 d . . . . .
N1 N 0.6576(3) 0.67882(18) 0.5135(5) 0.0492(12) Uani 1 1 d . . . . .
N2 N 0.6981(2) 0.62603(17) 0.3626(4) 0.0407(11) Uani 1 1 d . . . . .
N3 N 0.7226(2) 0.59523(18) 0.2926(4) 0.0431(11) Uani 1 1 d . . . . .
N4 N 0.8276(2) 0.68762(17) 0.5224(4) 0.0429(11) Uani 1 1 d . . . . .
N5 N 0.8015(2) 0.62327(17) 0.6611(4) 0.0419(11) Uani 1 1 d . . . . .
N6 N 0.7853(3) 0.58630(18) 0.7218(4) 0.0460(12) Uani 1 1 d . . . . .
N7 N 1.0630(3) 0.69234(17) 0.4798(4) 0.0480(12) Uani 1 1 d . . . . .
H7 H 1.0695 0.7092 0.4235 0.058 Uiso 1 1 calc R . . . .
N8 N 0.8810(3) 0.43246(18) 0.8002(4) 0.0476(12) Uani 1 1 d . . . . .
H8 H 0.8606 0.4054 0.7948 0.057 Uiso 1 1 calc R . . . .
N9 N 0.6177(4) 0.4603(3) 0.1740(5) 0.084(2) Uani 1 1 d . . . . .
H9 H 0.6456 0.4377 0.1633 0.101 Uiso 1 1 calc R . . . .
N10 N 0.4308(5) 0.6720(4) 0.6278(11) 0.130(4) Uani 1 1 d D U . . .
H10 H 0.4308 0.6866 0.6889 0.156 Uiso 1 1 calc R . . . .
O1 O 0.80173(19) 0.58735(15) 0.4310(3) 0.0421(9) Uani 1 1 d . . . . .
O2 O 0.7008(2) 0.58019(16) 0.5925(3) 0.0477(10) Uani 1 1 d . . . . .
O3 O 0.9620(2) 0.56263(13) 0.6256(3) 0.0403(9) Uani 1 1 d . . . . .
O4 O 0.5291(3) 0.5605(2) 0.4179(6) 0.0768(16) Uani 1 1 d . U . . .
O5 O 0.5215(5) 0.4015(3) -0.1173(10) 0.145(4) Uani 1 1 d . . . . .
O6 O 0.4739(5) 0.3282(4) -0.1343(7) 0.139(4) Uani 1 1 d . . . . .
O7 O 0.5570(5) 0.3475(4) -0.2402(8) 0.133(3) Uani 1 1 d . U . . .
O8 O 0.5796(5) 0.3352(5) -0.0626(9) 0.163(4) Uani 1 1 d . . . . .
O9 O 0.9356(4) 0.3228(3) 0.9993(5) 0.102(2) Uani 1 1 d . . . . .
O10 O 0.9022(8) 0.2772(5) 1.1420(11) 0.102(4) Uani 0.636(18) 1 d . U P A 1
O11 O 0.9955(7) 0.3124(5) 1.1508(11) 0.116(5) Uani 0.636(18) 1 d . U P A 1
O12 O 0.9002(8) 0.3548(3) 1.1550(13) 0.100(5) Uani 0.636(18) 1 d . . P A 1
O10A O 0.9601(9) 0.2824(6) 1.1574(14) 0.080(6) Uani 0.364(18) 1 d . U P A 2
O11A O 0.9353(17) 0.3591(12) 1.172(3) 0.123(11) Uani 0.364(18) 1 d . U P A 2
O12A O 0.8683(12) 0.2819(7) 1.1140(17) 0.086(5) Uani 0.364(18) 1 d . U P A 2
O13 O 0.8273(3) 0.3435(2) 0.8508(5) 0.0783(17) Uani 1 1 d . . . . .
H13 H 0.8655 0.3326 0.8623 0.117 Uiso 1 1 calc GR . . . .
O14 O 0.6725(5) 0.3782(4) 0.0794(8) 0.135(3) Uani 1 1 d . U . . .
H14 H 0.6440 0.3590 0.0966 0.202 Uiso 1 1 calc GR . . . .
O15 O 0.8769(4) 0.5722(3) 0.9012(6) 0.098(2) Uani 1 1 d . . . . .
H15 H 0.8471 0.5748 0.8521 0.148 Uiso 1 1 calc GR . . . .
C1 C 0.6339(3) 0.7032(3) 0.5892(7) 0.0588(18) Uani 1 1 d . . . . .
C2 C 0.5808(4) 0.7331(3) 0.5785(7) 0.071(2) Uani 1 1 d . . . . .
H2 H 0.5669 0.7506 0.6366 0.085 Uiso 1 1 calc R . . . .
C3 C 0.5486(4) 0.7365(3) 0.4787(8) 0.070(2) Uani 1 1 d . . . . .
H3 H 0.5129 0.7577 0.4661 0.084 Uiso 1 1 calc R . . . .
C4 C 0.5682(4) 0.7094(3) 0.3989(7) 0.0623(18) Uani 1 1 d . . . . .
H4 H 0.5451 0.7104 0.3311 0.075 Uiso 1 1 calc R . . . .
C5 C 0.6222(3) 0.6802(2) 0.4175(5) 0.0484(14) Uani 1 1 d . . . . .
C6 C 0.6455(3) 0.6493(2) 0.3362(5) 0.0496(15) Uani 1 1 d . . . . .
H6 H 0.6230 0.6466 0.2681 0.060 Uiso 1 1 calc R . . . .
C7 C 0.7771(3) 0.57659(19) 0.3401(4) 0.0371(12) Uani 1 1 d . . . . .
C8 C 0.8109(3) 0.5405(2) 0.2807(4) 0.0376(12) Uani 1 1 d . . . . .
C10 C 0.8134(4) 0.4890(3) 0.1309(5) 0.0553(17) Uani 1 1 d . . . . .
H10A H 0.7949 0.4790 0.0638 0.066 Uiso 1 1 calc R . . . .
C11 C 0.8699(3) 0.4678(2) 0.1760(5) 0.0497(15) Uani 1 1 d . . . . .
H11 H 0.8897 0.4428 0.1406 0.060 Uiso 1 1 calc R . . . .
C12 C 0.8973(3) 0.4832(2) 0.2727(4) 0.0434(13) Uani 1 1 d . . . . .
H12 H 0.9360 0.4685 0.3033 0.052 Uiso 1 1 calc R . . . .
C13 C 0.8693(3) 0.51965(19) 0.3260(4) 0.0361(11) Uani 1 1 d . . . . .
C9 C 0.7842(3) 0.5245(2) 0.1833(5) 0.0465(14) Uani 1 1 d . . . . .
H9A H 0.7449 0.5383 0.1525 0.056 Uiso 1 1 calc R . . . .
C14 C 0.9022(3) 0.53453(19) 0.4296(4) 0.0350(11) Uani 1 1 d . . . . .
C15 C 0.9432(3) 0.57407(19) 0.4371(4) 0.0366(12) Uani 1 1 d . . . . .
C16 C 0.9560(3) 0.60391(19) 0.3521(4) 0.0387(12) Uani 1 1 d . . . . .
H16 H 0.9370 0.5964 0.2836 0.046 Uiso 1 1 calc R . . . .
C17 C 0.9942(3) 0.6429(2) 0.3636(5) 0.0413(13) Uani 1 1 d . . . . .
C18 C 1.0247(3) 0.65432(19) 0.4672(5) 0.0405(12) Uani 1 1 d . . . . .
C19 C 1.0129(3) 0.6256(2) 0.5531(5) 0.0424(13) Uani 1 1 d . . . . .
H19 H 1.0324 0.6325 0.6217 0.051 Uiso 1 1 calc R . . . .
C20 C 0.9729(3) 0.58738(18) 0.5369(4) 0.0350(11) Uani 1 1 d . . . . .
C21 C 0.9254(3) 0.52283(19) 0.6187(4) 0.0369(12) Uani 1 1 d . . . . .
C22 C 0.9207(3) 0.4991(2) 0.7113(4) 0.0423(13) Uani 1 1 d . . . . .
H22 H 0.9412 0.5110 0.7755 0.051 Uiso 1 1 calc R . . . .
C23 C 0.8856(3) 0.4573(2) 0.7106(4) 0.0402(12) Uani 1 1 d . . . . .
C24 C 0.8525(3) 0.4406(2) 0.6132(4) 0.0398(12) Uani 1 1 d . . . . .
C25 C 0.8579(3) 0.4656(2) 0.5234(4) 0.0399(12) Uani 1 1 d . . . . .
H25 H 0.8357 0.4548 0.4597 0.048 Uiso 1 1 calc R . . . .
C26 C 0.8955(3) 0.50736(19) 0.5208(4) 0.0356(11) Uani 1 1 d . . . . .
C27 C 0.8129(4) 0.3970(2) 0.6155(5) 0.0508(15) Uani 1 1 d . . . . .
H27A H 0.7933 0.3901 0.5443 0.076 Uiso 1 1 calc GR . . . .
H27B H 0.7778 0.4010 0.6637 0.076 Uiso 1 1 calc GR . . . .
H27C H 0.8414 0.3710 0.6400 0.076 Uiso 1 1 calc GR . . . .
C28 C 1.0058(4) 0.6741(2) 0.2719(5) 0.0546(16) Uani 1 1 d . . . . .
H28A H 0.9846 0.6607 0.2070 0.082 Uiso 1 1 calc GR . . . .
H28B H 1.0533 0.6770 0.2648 0.082 Uiso 1 1 calc GR . . . .
H28C H 0.9872 0.7050 0.2839 0.082 Uiso 1 1 calc GR . . . .
C29 C 0.9073(4) 0.4468(3) 0.9053(4) 0.0526(16) Uani 1 1 d . . . . .
H29A H 0.8834 0.4299 0.9589 0.063 Uiso 1 1 calc R . . . .
H29B H 0.8992 0.4806 0.9141 0.063 Uiso 1 1 calc R . . . .
C30 C 0.9805(4) 0.4373(3) 0.9248(5) 0.0625(18) Uani 1 1 d . . . . .
H30A H 0.9955 0.4476 0.9963 0.094 Uiso 1 1 calc R . . . .
H30B H 0.9888 0.4038 0.9178 0.094 Uiso 1 1 calc R . . . .
H30C H 1.0046 0.4545 0.8730 0.094 Uiso 1 1 calc R . . . .
C31 C 1.0947(4) 0.7075(2) 0.5811(5) 0.0543(16) Uani 1 1 d . . . . .
H31A H 1.0636 0.7029 0.6368 0.065 Uiso 1 1 calc R . . . .
H31B H 1.1043 0.7413 0.5773 0.065 Uiso 1 1 calc R . . . .
C32 C 1.1584(4) 0.6815(3) 0.6122(7) 0.070(2) Uani 1 1 d . . . . .
H32A H 1.1772 0.6931 0.6805 0.105 Uiso 1 1 calc R . . . .
H32B H 1.1491 0.6481 0.6178 0.105 Uiso 1 1 calc R . . . .
H32C H 1.1898 0.6865 0.5584 0.105 Uiso 1 1 calc R . . . .
C33 C 0.8450(3) 0.7176(2) 0.4508(6) 0.0521(15) Uani 1 1 d . . . . .
C34 C 0.8961(3) 0.7497(2) 0.4659(6) 0.0571(17) Uani 1 1 d . . . . .
H34 H 0.9057 0.7712 0.4122 0.069 Uiso 1 1 calc R . . . .
C35 C 0.9319(3) 0.7491(2) 0.5618(6) 0.0569(17) Uani 1 1 d . . . . .
H35 H 0.9669 0.7707 0.5760 0.068 Uiso 1 1 calc R . . . .
C36 C 0.9170(3) 0.7171(2) 0.6376(5) 0.0533(16) Uani 1 1 d . . . . .
H36 H 0.9418 0.7159 0.7039 0.064 Uiso 1 1 calc R . . . .
C37 C 0.8651(3) 0.6866(2) 0.6150(5) 0.0449(13) Uani 1 1 d . . . . .
C38 C 0.8498(3) 0.6494(2) 0.6882(5) 0.0498(15) Uani 1 1 d . . . . .
H38 H 0.8750 0.6451 0.7535 0.060 Uiso 1 1 calc R . . . .
C39 C 0.7316(3) 0.5655(2) 0.6756(4) 0.0420(13) Uani 1 1 d . . . . .
C40 C 0.7070(3) 0.5226(2) 0.7239(5) 0.0449(14) Uani 1 1 d . . . . .
C41 C 0.7426(4) 0.5003(2) 0.8066(5) 0.0523(15) Uani 1 1 d . . . . .
H41 H 0.7822 0.5140 0.8364 0.063 Uiso 1 1 calc R . . . .
C42 C 0.7213(4) 0.4581(3) 0.8469(5) 0.0584(17) Uani 1 1 d . . . . .
H42 H 0.7461 0.4433 0.9037 0.070 Uiso 1 1 calc R . . . .
C43 C 0.6639(4) 0.4382(3) 0.8036(6) 0.0630(19) Uani 1 1 d . . . . .
H43 H 0.6492 0.4093 0.8303 0.076 Uiso 1 1 calc R . . . .
C44 C 0.6278(4) 0.4599(3) 0.7218(6) 0.0594(18) Uani 1 1 d . . . . .
H44 H 0.5882 0.4458 0.6931 0.071 Uiso 1 1 calc R . . . .
C45 C 0.6480(3) 0.5019(2) 0.6800(5) 0.0503(15) Uani 1 1 d . . . . .
C46 C 0.6073(3) 0.5231(2) 0.5905(6) 0.0538(16) Uani 1 1 d . . . . .
C47 C 0.6110(3) 0.5060(2) 0.4870(6) 0.0516(15) Uani 1 1 d . . . . .
C48 C 0.6546(3) 0.4707(2) 0.4591(5) 0.0523(15) Uani 1 1 d . . . . .
H48 H 0.6827 0.4567 0.5132 0.063 Uiso 1 1 calc R . . . .
C49 C 0.6583(4) 0.4557(3) 0.3563(5) 0.0578(18) Uani 1 1 d . . . . .
C50 C 0.6157(4) 0.4762(3) 0.2754(6) 0.066(2) Uani 1 1 d . . . . .
C51 C 0.5729(4) 0.5117(3) 0.3006(6) 0.069(2) Uani 1 1 d . . . . .
H51 H 0.5448 0.5257 0.2465 0.083 Uiso 1 1 calc R . . . .
C52 C 0.5711(3) 0.5265(3) 0.4027(7) 0.065(2) Uani 1 1 d . . . . .
C53 C 0.5241(3) 0.5773(3) 0.5140(10) 0.077(2) Uani 1 1 d . U . . .
C54 C 0.4804(4) 0.6136(4) 0.5225(13) 0.106(4) Uani 1 1 d . . . . .
H54 H 0.4547 0.6244 0.4618 0.127 Uiso 1 1 calc R . . . .
C55 C 0.4743(5) 0.6335(4) 0.6167(11) 0.094(3) Uani 1 1 d . U . . .
C56 C 0.5096(5) 0.6184(4) 0.7123(10) 0.092(3) Uani 1 1 d . U . . .
C57 C 0.5539(4) 0.5803(3) 0.7039(10) 0.087(3) Uani 1 1 d . . . . .
H57 H 0.5783 0.5692 0.7655 0.104 Uiso 1 1 calc R . . . .
C58 C 0.5621(3) 0.5590(3) 0.6064(7) 0.066(2) Uani 1 1 d . . . . .
C59 C 0.7049(4) 0.4186(3) 0.3292(6) 0.068(2) Uani 1 1 d . . . . .
H59A H 0.7268 0.4057 0.3942 0.102 Uiso 1 1 calc GR . . . .
H59B H 0.7381 0.4318 0.2855 0.102 Uiso 1 1 calc GR . . . .
H59C H 0.6808 0.3938 0.2899 0.102 Uiso 1 1 calc GR . . . .
C60 C 0.5052(7) 0.6397(5) 0.8177(11) 0.118(4) Uani 1 1 d . U . . .
H60A H 0.5374 0.6249 0.8684 0.177 Uiso 1 1 calc GR . . . .
H60B H 0.4608 0.6351 0.8408 0.177 Uiso 1 1 calc GR . . . .
H60C H 0.5146 0.6732 0.8138 0.177 Uiso 1 1 calc GR . . . .
C61 C 0.5773(5) 0.4777(5) 0.0813(8) 0.104(4) Uani 1 1 d . . . . .
H61A H 0.5729 0.4528 0.0272 0.125 Uiso 1 1 calc R . . . .
H61B H 0.5327 0.4853 0.1024 0.125 Uiso 1 1 calc R . . . .
C62 C 0.6060(5) 0.5191(4) 0.0354(8) 0.096(3) Uani 1 1 d . . . . .
H62A H 0.5776 0.5294 -0.0259 0.144 Uiso 1 1 calc R . . . .
H62B H 0.6096 0.5441 0.0882 0.144 Uiso 1 1 calc R . . . .
H62C H 0.6498 0.5115 0.0130 0.144 Uiso 1 1 calc R . . . .
C63 C 0.3859(10) 0.6877(8) 0.5387(13) 0.200(9) Uani 1 1 d D U . . .
H63A H 0.3626 0.6604 0.5062 0.240 Uiso 1 1 calc R . . . .
H63B H 0.4119 0.7023 0.4845 0.240 Uiso 1 1 calc R . . . .
C64 C 0.3366(12) 0.7220(9) 0.574(2) 0.273(12) Uani 1 1 d D U . . .
H64A H 0.3458 0.7287 0.6490 0.409 Uiso 1 1 calc GR . . . .
H64B H 0.2922 0.7089 0.5619 0.409 Uiso 1 1 calc GR . . . .
H64C H 0.3394 0.7509 0.5330 0.409 Uiso 1 1 calc GR . . . .
C65 C 0.7308(7) 0.3570(6) 0.0779(11) 0.124(4) Uani 1 1 d . U . . .
H65A H 0.7467 0.3595 0.0070 0.186 Uiso 1 1 calc GR . . . .
H65B H 0.7261 0.3240 0.0963 0.186 Uiso 1 1 calc GR . . . .
H65C H 0.7625 0.3719 0.1292 0.186 Uiso 1 1 calc GR . . . .
C66 C 0.7853(7) 0.3087(4) 0.8168(10) 0.106(4) Uani 1 1 d . . . . .
H66A H 0.8068 0.2887 0.7669 0.159 Uiso 1 1 calc GR . . . .
H66B H 0.7453 0.3223 0.7818 0.159 Uiso 1 1 calc GR . . . .
H66C H 0.7736 0.2900 0.8774 0.159 Uiso 1 1 calc GR . . . .
C67 C 0.3149(7) 0.3503(5) -0.0519(9) 0.110(4) Uani 1 1 d . . . . .
H67A H 0.3006 0.3679 -0.1167 0.131 Uiso 1 1 calc R . . . .
H67B H 0.3613 0.3408 -0.0571 0.131 Uiso 1 1 calc R . . . .
C68 C 0.8703(6) 0.6076(4) 0.9748(8) 0.099(3) Uani 1 1 d . . . . .
H68A H 0.8271 0.6225 0.9619 0.149 Uiso 1 1 calc GR . . . .
H68B H 0.9051 0.6308 0.9682 0.149 Uiso 1 1 calc GR . . . .
H68C H 0.8742 0.5943 1.0462 0.149 Uiso 1 1 calc GR . . . .
O1W O 0.5795(9) 0.2478(6) -0.2794(18) 0.096(9) Uani 0.39(3) 1 d . . P B 1
O1WA O 0.630(2) 0.2495(14) -0.328(3) 0.28(2) Uani 0.61(3) 1 d . U P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 Fe1 N4 100.12(19)
N2 Fe1 N1 74.03(19)
N2 Fe1 N4 113.52(19)
N2 Fe1 N5 166.8(2)
N5 Fe1 N1 116.7(2)
N5 Fe1 N4 73.46(19)
O1 Fe1 N1 147.33(18)
O1 Fe1 N2 73.30(17)
O1 Fe1 N4 92.59(17)
O1 Fe1 N5 95.73(17)
O1 Fe1 O2 93.83(18)
O2 Fe1 N1 92.0(2)
O2 Fe1 N2 99.97(18)
O2 Fe1 N4 146.33(18)
O2 Fe1 N5 73.02(17)
O5 Cl1 O7 108.5(6)
O6 Cl1 O5 111.4(7)
O6 Cl1 O7 109.7(6)
O6 Cl1 O8 111.2(7)
O8 Cl1 O5 109.1(8)
O8 Cl1 O7 106.9(7)
O9 Cl2 O12A 101.9(8)
O10 Cl2 O9 115.4(7)
O10 Cl2 O11 100.4(9)
O11 Cl2 O9 102.4(7)
O12 Cl2 O9 114.8(7)
O12 Cl2 O10 110.3(8)
O12 Cl2 O11 112.3(10)
O10A Cl2 O9 115.9(8)
O10A Cl2 O11A 112.1(16)
O10A Cl2 O12A 79.8(11)
O11A Cl2 O9 117.9(15)
O11A Cl2 O12A 123.6(16)
C1 N1 Fe1 130.8(5)
C1 N1 C5 116.1(6)
C5 N1 Fe1 113.0(4)
N3 N2 Fe1 118.7(4)
C6 N2 Fe1 121.2(4)
C6 N2 N3 120.0(5)
C7 N3 N2 107.1(5)
C33 N4 Fe1 130.4(4)
C33 N4 C37 116.7(5)
C37 N4 Fe1 112.8(4)
N6 N5 Fe1 117.7(3)
C38 N5 Fe1 120.7(5)
C38 N5 N6 121.5(5)
C39 N6 N5 108.7(5)
C18 N7 H7 117.9
C18 N7 C31 124.2(5)
C31 N7 H7 117.9
C23 N8 H8 117.3
C23 N8 C29 125.4(5)
C29 N8 H8 117.3
C50 N9 H9 117.0
C50 N9 C61 125.9(10)
C61 N9 H9 117.0
C55 N10 H10 119.5
C55 N10 C63 121.0(13)
C63 N10 H10 119.5
C7 O1 Fe1 115.4(4)
C39 O2 Fe1 115.7(4)
C21 O3 C20 120.3(4)
C52 O4 C53 119.7(7)
C66 O13 H13 109.5
C65 O14 H14 109.5
C68 O15 H15 109.5
N1 C1 Br1 116.1(5)
N1 C1 C2 126.0(8)
C2 C1 Br1 117.8(6)
C1 C2 H2 121.7
C1 C2 C3 116.6(7)
C3 C2 H2 121.7
C2 C3 H3 120.2
C4 C3 C2 119.7(7)
C4 C3 H3 120.2
C3 C4 H4 120.3
C3 C4 C5 119.3(8)
C5 C4 H4 120.3
N1 C5 C4 121.8(6)
N1 C5 C6 115.7(5)
C4 C5 C6 122.5(6)
N2 C6 C5 115.8(6)
N2 C6 H6 122.1
C5 C6 H6 122.1
N3 C7 C8 116.9(5)
O1 C7 N3 125.2(5)
O1 C7 C8 118.0(5)
C13 C8 C7 119.8(5)
C9 C8 C7 121.1(5)
C9 C8 C13 119.0(5)
C11 C10 H10A 120.0
C9 C10 H10A 120.0
C9 C10 C11 120.0(6)
C10 C11 H11 120.2
C12 C11 C10 119.5(6)
C12 C11 H11 120.2
C11 C12 H12 119.3
C11 C12 C13 121.4(6)
C13 C12 H12 119.3
C8 C13 C14 123.1(5)
C12 C13 C8 118.8(5)
C12 C13 C14 118.1(5)
C8 C9 H9A 119.4
C10 C9 C8 121.3(6)
C10 C9 H9A 119.4
C15 C14 C13 121.0(5)
C15 C14 C26 118.8(5)
C26 C14 C13 120.1(5)
C14 C15 C16 125.2(5)
C14 C15 C20 119.4(5)
C20 C15 C16 115.4(5)
C15 C16 H16 118.4
C17 C16 C15 123.2(5)
C17 C16 H16 118.4
C16 C17 C18 119.1(5)
C16 C17 C28 121.7(6)
C18 C17 C28 119.2(5)
N7 C18 C17 119.9(5)
N7 C18 C19 121.0(5)
C19 C18 C17 119.1(5)
C18 C19 H19 120.5
C20 C19 C18 119.0(5)
C20 C19 H19 120.5
O3 C20 C15 120.9(5)
O3 C20 C19 115.0(5)
C19 C20 C15 124.1(5)
O3 C21 C22 115.7(5)
O3 C21 C26 121.2(5)
C22 C21 C26 123.1(5)
C21 C22 H22 120.4
C21 C22 C23 119.3(5)
C23 C22 H22 120.4
N8 C23 C22 120.9(5)
N8 C23 C24 119.3(5)
C22 C23 C24 119.8(5)
C23 C24 C27 118.8(5)
C25 C24 C23 118.7(5)
C25 C24 C27 122.5(5)
C24 C25 H25 118.6
C24 C25 C26 122.8(5)
C26 C25 H25 118.6
C14 C26 C21 119.1(5)
C14 C26 C25 124.7(5)
C21 C26 C25 116.2(5)
C24 C27 H27A 109.5
C24 C27 H27B 109.5
C24 C27 H27C 109.5
H27A C27 H27B 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C17 C28 H28A 109.5
C17 C28 H28B 109.5
C17 C28 H28C 109.5
H28A C28 H28B 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
N8 C29 H29A 109.0
N8 C29 H29B 109.0
N8 C29 C30 112.9(6)
H29A C29 H29B 107.8
C30 C29 H29A 109.0
C30 C29 H29B 109.0
C29 C30 H30A 109.5
C29 C30 H30B 109.5
C29 C30 H30C 109.5
H30A C30 H30B 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
N7 C31 H31A 108.9
N7 C31 H31B 108.9
N7 C31 C32 113.2(6)
H31A C31 H31B 107.7
C32 C31 H31A 108.9
C32 C31 H31B 108.9
C31 C32 H32A 109.5
C31 C32 H32B 109.5
C31 C32 H32C 109.5
H32A C32 H32B 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
N4 C33 Br2 117.5(5)
N4 C33 C34 124.9(7)
C34 C33 Br2 117.6(5)
C33 C34 H34 121.4
C35 C34 C33 117.2(7)
C35 C34 H34 121.4
C34 C35 H35 120.1
C34 C35 C36 119.8(6)
C36 C35 H35 120.1
C35 C36 H36 120.7
C35 C36 C37 118.6(7)
C37 C36 H36 120.7
N4 C37 C36 122.7(6)
N4 C37 C38 115.7(5)
C36 C37 C38 121.6(6)
N5 C38 C37 117.2(6)
N5 C38 H38 121.4
C37 C38 H38 121.4
N6 C39 C40 118.5(6)
O2 C39 N6 123.9(6)
O2 C39 C40 117.6(5)
C41 C40 C39 121.6(6)
C41 C40 C45 119.1(6)
C45 C40 C39 119.1(6)
C40 C41 H41 119.4
C40 C41 C42 121.2(6)
C42 C41 H41 119.4
C41 C42 H42 120.3
C43 C42 C41 119.4(7)
C43 C42 H42 120.3
C42 C43 H43 119.9
C44 C43 C42 120.2(7)
C44 C43 H43 119.9
C43 C44 H44 119.2
C43 C44 C45 121.6(7)
C45 C44 H44 119.2
C40 C45 C46 122.6(6)
C44 C45 C40 118.5(7)
C44 C45 C46 118.9(6)
C47 C46 C45 120.3(6)
C58 C46 C45 121.6(7)
C58 C46 C47 117.9(7)
C46 C47 C52 119.4(7)
C48 C47 C46 124.2(6)
C48 C47 C52 116.3(7)
C47 C48 H48 118.6
C49 C48 C47 122.7(7)
C49 C48 H48 118.6
C48 C49 C50 118.7(8)
C48 C49 C59 121.6(7)
C50 C49 C59 119.7(7)
N9 C50 C49 118.9(9)
N9 C50 C51 121.4(8)
C51 C50 C49 119.7(7)
C50 C51 H51 119.8
C52 C51 C50 120.3(7)
C52 C51 H51 119.8
O4 C52 C47 122.4(8)
O4 C52 C51 115.5(8)
C51 C52 C47 122.1(8)
O4 C53 C54 116.0(11)
O4 C53 C58 122.8(7)
C54 C53 C58 121.1(11)
C53 C54 H54 120.2
C55 C54 C53 119.6(13)
C55 C54 H54 120.2
N10 C55 C56 115.3(12)
C54 C55 N10 121.1(12)
C54 C55 C56 123.6(11)
C55 C56 C60 125.5(11)
C57 C56 C55 116.8(10)
C57 C56 C60 117.7(12)
C56 C57 H57 119.5
C58 C57 C56 121.1(11)
C58 C57 H57 119.5
C46 C58 C53 117.6(8)
C57 C58 C46 124.5(9)
C57 C58 C53 117.8(8)
C49 C59 H59A 109.5
C49 C59 H59B 109.5
C49 C59 H59C 109.5
H59A C59 H59B 109.5
H59A C59 H59C 109.5
H59B C59 H59C 109.5
C56 C60 H60A 109.5
C56 C60 H60B 109.5
C56 C60 H60C 109.5
H60A C60 H60B 109.5
H60A C60 H60C 109.5
H60B C60 H60C 109.5
N9 C61 H61A 109.2
N9 C61 H61B 109.2
H61A C61 H61B 107.9
C62 C61 N9 112.2(8)
C62 C61 H61A 109.2
C62 C61 H61B 109.2
C61 C62 H62A 109.5
C61 C62 H62B 109.5
C61 C62 H62C 109.5
H62A C62 H62B 109.5
H62A C62 H62C 109.5
H62B C62 H62C 109.5
N10 C63 H63A 109.3
N10 C63 H63B 109.3
N10 C63 C64 111.4(13)
H63A C63 H63B 108.0
C64 C63 H63A 109.3
C64 C63 H63B 109.3
C63 C64 H64A 109.5
C63 C64 H64B 109.5
C63 C64 H64C 109.5
H64A C64 H64B 109.5
H64A C64 H64C 109.5
H64B C64 H64C 109.5
O14 C65 H65A 109.5
O14 C65 H65B 109.5
O14 C65 H65C 109.5
H65A C65 H65B 109.5
H65A C65 H65C 109.5
H65B C65 H65C 109.5
O13 C66 H66A 109.5
O13 C66 H66B 109.5
O13 C66 H66C 109.5
H66A C66 H66B 109.5
H66A C66 H66C 109.5
H66B C66 H66C 109.5
Cl3 C67 H67A 109.4
Cl3 C67 H67B 109.4
Cl4 C67 Cl3 111.3(6)
Cl4 C67 H67A 109.4
Cl4 C67 H67B 109.4
H67A C67 H67B 108.0
O15 C68 H68A 109.5
O15 C68 H68B 109.5
O15 C68 H68C 109.5
H68A C68 H68B 109.5
H68A C68 H68C 109.5
H68B C68 H68C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe1 N1 2.245(5)
Fe1 N2 2.104(5)
Fe1 N4 2.270(5)
Fe1 N5 2.122(5)
Fe1 O1 2.053(4)
Fe1 O2 2.069(4)
Br1 C1 1.909(8)
Br2 C33 1.891(7)
Cl1 O5 1.440(9)
Cl1 O6 1.363(8)
Cl1 O7 1.452(11)
Cl1 O8 1.402(9)
Cl2 O9 1.431(7)
Cl2 O10 1.375(14)
Cl2 O11 1.417(15)
Cl2 O12 1.343(10)
Cl2 O10A 1.327(18)
Cl2 O11A 1.41(3)
Cl2 O12A 1.63(2)
Cl3 C67 1.760(12)
Cl4 C67 1.734(14)
N1 C1 1.307(9)
N1 C5 1.370(9)
N2 N3 1.371(7)
N2 C6 1.285(8)
N3 C7 1.335(7)
N4 C33 1.319(9)
N4 C37 1.354(8)
N5 N6 1.364(7)
N5 C38 1.263(8)
N6 C39 1.342(8)
N7 H7 0.8800
N7 C18 1.342(8)
N7 C31 1.461(8)
N8 H8 0.8800
N8 C23 1.350(7)
N8 C29 1.459(8)
N9 H9 0.8800
N9 C50 1.369(11)
N9 C61 1.471(11)
N10 H10 0.8800
N10 C55 1.427(15)
N10 C63 1.470(10)
O1 C7 1.261(7)
O2 C39 1.258(8)
O3 C20 1.363(6)
O3 C21 1.360(7)
O4 C52 1.320(10)
O4 C53 1.321(12)
O13 H13 0.8400
O13 C66 1.362(12)
O14 H14 0.8400
O14 C65 1.335(15)
O15 H15 0.8400
O15 C68 1.393(12)
C1 C2 1.379(11)
C2 H2 0.9500
C2 C3 1.387(13)
C3 H3 0.9500
C3 C4 1.359(11)
C4 H4 0.9500
C4 C5 1.387(9)
C5 C6 1.465(9)
C6 H6 0.9500
C7 C8 1.478(8)
C8 C13 1.414(8)
C8 C9 1.392(8)
C10 H10A 0.9500
C10 C11 1.388(10)
C10 C9 1.373(9)
C11 H11 0.9500
C11 C12 1.382(9)
C12 H12 0.9500
C12 C13 1.389(8)
C13 C14 1.493(7)
C9 H9A 0.9500
C14 C15 1.406(8)
C14 C26 1.409(8)
C15 C16 1.416(8)
C15 C20 1.415(8)
C16 H16 0.9500
C16 C17 1.363(9)
C17 C18 1.449(8)
C17 C28 1.501(8)
C18 C19 1.401(8)
C19 H19 0.9500
C19 C20 1.372(8)
C21 C22 1.366(8)
C21 C26 1.415(8)
C22 H22 0.9500
C22 C23 1.396(9)
C23 C24 1.445(8)
C24 C25 1.358(8)
C24 C27 1.488(9)
C25 H25 0.9500
C25 C26 1.421(8)
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
C29 H29A 0.9900
C29 H29B 0.9900
C29 C30 1.517(11)
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
C31 H31A 0.9900
C31 H31B 0.9900
C31 C32 1.523(11)
C32 H32A 0.9800
C32 H32B 0.9800
C32 H32C 0.9800
C33 C34 1.390(9)
C34 H34 0.9500
C34 C35 1.373(11)
C35 H35 0.9500
C35 C36 1.379(10)
C36 H36 0.9500
C36 C37 1.384(9)
C37 C38 1.462(9)
C38 H38 0.9500
C39 C40 1.478(9)
C40 C41 1.387(10)
C40 C45 1.417(9)
C41 H41 0.9500
C41 C42 1.394(10)
C42 H42 0.9500
C42 C43 1.378(11)
C43 H43 0.9500
C43 C44 1.375(11)
C44 H44 0.9500
C44 C45 1.390(10)
C45 C46 1.485(10)
C46 C47 1.409(10)
C46 C58 1.405(10)
C47 C48 1.408(10)
C47 C52 1.422(10)
C48 H48 0.9500
C48 C49 1.380(10)
C49 C50 1.422(11)
C49 C59 1.482(12)
C50 C51 1.390(13)
C51 H51 0.9500
C51 C52 1.367(12)
C53 C54 1.379(13)
C53 C58 1.453(14)
C54 H54 0.9500
C54 C55 1.339(18)
C55 C56 1.432(17)
C56 C57 1.423(14)
C56 C60 1.478(16)
C57 H57 0.9500
C57 C58 1.401(13)
C59 H59A 0.9800
C59 H59B 0.9800
C59 H59C 0.9800
C60 H60A 0.9800
C60 H60B 0.9800
C60 H60C 0.9800
C61 H61A 0.9900
C61 H61B 0.9900
C61 C62 1.462(16)
C62 H62A 0.9800
C62 H62B 0.9800
C62 H62C 0.9800
C63 H63A 0.9900
C63 H63B 0.9900
C63 C64 1.496(10)
C64 H64A 0.9800
C64 H64B 0.9800
C64 H64C 0.9800
C65 H65A 0.9800
C65 H65B 0.9800
C65 H65C 0.9800
C66 H66A 0.9800
C66 H66B 0.9800
C66 H66C 0.9800
C67 H67A 0.9900
C67 H67B 0.9900
C68 H68A 0.9800
C68 H68B 0.9800
C68 H68C 0.9800
